Chicago to Washington Flights. Flights from ORD to IAD are operated 17 times a week, with an average of 2 flights per day. Departure times vary between 06:15 - 21:45. The earliest flight departs at 06:15, the last flight departs at 21:45. However, this depends on the date you are flying so please check with the full flight schedule above to see ... Find airfare and ticket deals for cheap flights from Chicago, IL to Washington (WA). Search flight deals from various travel partners with one click at $65. The train ride from Chicago, IL, to Washington, DC, lasts on average 25 hr 3 min. Around 2 trains depart a day between Chicago and Washington, the average price is $269.93 and the lowest ticket pricing starts at around $112.90. Amtrak, the largest passenger railroad service in the U.S., operates the train from Chicago to Washington. What companies run services between Washington, USA and Chicago, IL, USA? United Airlines, Delta and three other airlines fly from Spokane to Chicago hourly. Alternatively, Amtrak operates a train from Seattle to Chicago Union Station twice daily. Tickets cost $90 - $600 and the journey takes 45h 50m. Airlines. Cheap Flights from Chicago to Washington (MDW-DCA) Prices were available within the past 7 days and start at $89 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ... Or get a full Chicago to Washington, DC flight plan. Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world. And if you know Chicago well, please …Every ride counts as an Amtrak Guest Rewards member. Earn points toward reward travel, upgrades and more. Book your Amtrak train and bus tickets today by choosing from over …Chicago to Washington DC distance and driving time. By car, the distance from Chicago to Washington DC is 697 miles. That makes for a driving time of around 10 hours and 52 minutes. The quickest route is via the I-90, I-76, I-70 and I-270. The best stops to add to a Chicago to Washington DC road trip itinerary are South Bend, …The average travel time from Chicago to Washington DC varies depending on the mode of transportation you choose. Let’s take a look at the different options and their respective average travel times: Amtrak: If you opt for Amtrak, the average travel time from Chicago to Washington DC is approximately 17 hours. This includes stops along the way ...The cheapest month for flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport is January, where tickets cost $257 on average. On the other hand, the most expensive months are October and June, where the average cost of tickets is $361 and $357 respectively. On Priceline, users have found cheap flights from Chicago to Washington, D.C. Reagan-National Airport for as low as $100. The average price found was around $109, however the best flight deal found in the last week was $96 (a Frontier flight from Chicago to Washington, D.C. Reagan-National Airport). Flights to Washington, D.C. Dulles Intl Airport, Washington, D.C. Find flights to Washington Dulles Airport from $80. Fly from Chicago on United Airlines, Delta, … To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Washington, as early as possible. You can expect to pay from $66 to $152 for a bus ticket from Chicago to Washington based on the last 2 days. You can expect to find the cheapest price for the trip at $66 which is on 2024-04-22. The Empire Builder is a daily long-distance Amtrak route that connects Chicago and the Pacific Northwest (with a choice of Seattle or Portland as a start or end point). There are stunning views of America's varied landscapes: large cities, the Great Plains, Rocky Mountains, Cascade Mountains and the forests of the Pacific Northwest. There are…Chicago, IL to Washington, DC. Atlanta, GA to Washington, DC. Norfolk, VA to Washington, DC. Book Today. There's Only One DC. Plan your trip today. DC is the …Washington D.C.. $182 per passenger. Departing Wed, 1 May, returning Wed, 8 May. Return flight with Spirit Airlines. Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Wed, 1 May, arriving in Baltimore Washington International.There are 2 airlines that fly nonstop from Chicago Midway Airport to Washington, D.C.. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $67. On average, the best prices for …Average prices by travel date. $331 $221 $110 Apr Apr. The average cost of a one-way train trip from Chicago to Washington DC is expected to fluctuate between $196 and $329 in the next 30 days. If you’re planning a train trip to Washington in the upcoming week, the cheapest price in the next 7 days for a ticket from Chicago is $204.A flight from Chicago to Washington, D.C. is currently going to be the least expensive option currently available. You can also find deals for a train from Chicago to Washington, D.C. starting at $210, or consider a bus from Chicago to Washington, D.C. starting at $140. Both of these alternative options are worth considering when looking to ...Driving non-stop from Chicago to Washington. How far is Washington from Chicago? Here's the quick answer if you have friends taking shifts as driver so that you can make the entire trip by car without stopping. Nonstop drive: 2,031 miles or 3269 km. Driving time: 29 hours, 44 minutes. This is a really long drive, so it's not very realistic to ...Compare flight deals to Washington from Chicago from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys. Flex your dates to find the best Chicago–Washington ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly to ...1-Day Chicago City Tour Tour code : GOL-CHI-115. Save 5%. (11) Departure City : Chicago IL. Available Days : Mon & Wed. Highlights : Welcome to the amazing city of Chicago. Check out the classical landmarks in Chicago while getting amazed by its post-modern architectures. Discover the stories behind the city’s most significant...Cheap Flights from Chicago to Washington (ORD-WAS) Prices were available within the past 7 days and start at $53 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.There are 10 ways to get from Chicago to Washington, DC by plane, train, subway, bus or car. Select an option below to see step-by-step directions and to compare ticket prices …Mar 2, 2024 · Washington, D.C.. $60 per passenger. Departing Wed, Apr 17, returning Wed, Apr 24. Round-trip flight with Frontier Airlines. Outbound direct flight with Frontier Airlines departing from Chicago Midway on Wed, Apr 17, arriving in Baltimore Washington International. Find flights to Washington, D.C. from $39. Fly from Chicago on Frontier, American Airlines and more. Search for Washington, D.C. flights on KAYAK now to find the best deal. Chicago (ORD) to Washington, D.C. (DCA) Flights from Chicago (ORD) to Washington, D.C. (DCA) Book flights from Chicago (O'Hare) to Washington, D.C. (Reagan National) with Southwest Airlines ®. It’s easy to find the Chicago O'Hare International Airport to Ronald Reagan Washington National Airport flight to make your booking and travel a breeze. The two airlines most popular with KAYAK users for flights from Chicago to Baltimore are Delta and United Airlines. With an average price for the route of $266 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $335 and an overall rating of 7.4.The Capitol Limited is a passenger train service part of Amtrak's nationwide rail network. Spanning 750 miles across the eastern United States, the Capitol Limited connects Washington D.C. and Chicago via Pittsburgh and Cleveland.Amtrak's Capitol Limited travels along the historic B&O Railroad line, chartered in 1827 as the nation's first …A flight from Chicago to Washington, D.C. is currently going to be the least expensive option currently available. You can also find deals for a train from Chicago to Washington, D.C. starting at $208, or consider a bus from Chicago to Washington, D.C. starting at $140. Both of these alternative options are worth considering when looking to ...Browse destinations: $139. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago O'Hare Airport from $59. Fly from Washington on Frontier, Alaska Airlines, Delta and more. Search for Chicago O'Hare Airport flights on KAYAK now to find the best deal.The Washington–Chicago Express, an American named passenger train of the Baltimore and Ohio Railroad (B&O), was one of four daily B&O trains operating between Washington, D.C., and Chicago, Illinois, via Pittsburgh, Pennsylvania during the 1930s–1960s. Other B&O trains of that period on the route were the Capitol Limited, Columbian, and the …There are 2 airlines that fly nonstop from Chicago Midway Airport to Washington, D.C.. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $67. On average, the best prices for … Cheap Flights from Chicago to Seattle (ORD-SEA) Prices were available within the past 7 days and start at $70 for one-way flights and $139 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Seattle with no change fee on selected flights. Washington, DC. Pittsburgh. Cleveland. Chicago. 18 hours Daily Departure. The Capitol Limited train runs between Washington, DC and Chicago. You'll follow the historic B&O line on your journey through the Potomac Valley, past historic Harpers Ferry and the Allegheny Mountains into Pittsburgh. Cross into Ohio heading north to Cleveland, and then ... Flights from Chicago (ORD) to Washington (IAD) with Delta How much is a flight ticket from Chicago (ORD) - Chantilly (IAD) with Delta? ️ Prices were available within the past 7 days and start at $89 for one-way flights and $182 for roundtrip, for the period specified.The Lake Shore Limited departs from Chicago (Union Station), Illinois in Chicago and arrives at 2702 W Washington St in South Bend. The route takes about 1 hours and 29 minutes and ticket prices start at $16. Frequently Asked Questions. How long is the train journey from Chicago to South Bend? The distance between Chicago and South Bend …Service alerts. Current alerts 4. All Train Routes. Sun, Apr 7 2024 to TBD New Schedules in Effect. Special Note. Updated schedules are in effect for all 'L' lines. Visit transitchicago.com for schedules. Blue Line. Tue, Apr 23 2024 - 1:37 AM to TBD No trains between Forest Park and UIC Halsted.Cheap Flights from Chicago to Washington (CHI-DCA) Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ...The cost of the trip from Chicago to Washington DC varies according to what means of transport you choose for your journey. The most affordable operator is United Airlines: travelling by flight expect to pay as low as USD 304.91 for your ticket. However, if you’re after more upscale travel . The most expensive variant is to opt for a …In Chicago, you can have it all. Chicago is the perfect urban getaway. “The Second City” is home to stunning architecture, endless shopping on the Magnificent Mile, one of the world’s most dynamic dining scenes, and a collection of critically acclaimed museums, all nestled on a lakefront lined with running trails and natural sand beaches. ...Flights from Chicago to Washington, D.C.. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Washington, D.C.. Find the best... The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4. Empire Builder Experience - Chicago to Seattle. You are viewing the 2024 itinerary. Select your departure year. 2024 2025 2026. 5 days From $694 per person. (20 reviews) Gallery. Map. There are 5 airlines that fly nonstop from Chicago to Seattle. They are: Alaska Airlines, American Airlines, Delta, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Alaska Airlines at $94 for a one-way flight. On average, the best prices for this route can be found at American Airlines. Cheap Flights from Chicago to Washington (MDW-DCA) Prices were available within the past 7 days and start at $89 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ...Fly to Washington, D.C., with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Washington D.C.’s top attractions. Walk along the National Mall, a park stretching two miles in downtown featuring museums and memorials.Travelmath provides an online flight time calculator for all types of travel routes. You can enter airports, cities, states, countries, or zip codes to find the flying time between any two points. The database uses the great circle distance and the average airspeed of a commercial airliner to figure out how long a typical flight would take.Chicago. Washington, DC. The average bus between Chicago and Washington, DC takes 19h 17m and the fastest bus takes 19h 10m. The bus service runs several times per day from Chicago to Washington, DC. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.How much does a train ticket from Chicago to Seattle cost? The average price of a round-trip train ticket from Chicago to Seattle is $210. In the last 3 days, the lowest price found by KAYAK users was $210. Book Amtrak tickets from Chicago to Seattle (round-trip) 5/18 Sat. nonstop Amtrak. 46h 24m ZUN-EA9. 5/20 Mon. nonstop Amtrak. 45h 50m EA9-ZUN.Fly to Washington, D.C., with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Washington D.C.’s top attractions. Walk along the National Mall, a park stretching two miles in downtown featuring museums and memorials.United Airlines flight 265 headed to Washington returned on Monday to O'Hare after non-credible threat found in lavatory, the airline said.Empire Builder. Chicago. St. Paul/Minneapolis. Spokane. Portland/Seattle. 46 hours Daily Departure. Experience the rugged splendor of the American West. Traveling between Chicago and the Pacific Northwest along major portions of the Lewis and Clark trail, the mighty Empire Builder takes you on an exciting adventure through majestic wilderness ...Information about the train from Chicago to Washington. The train is one of the safest modes of transportation in existence, and offers a comfortable atmosphere for you to relax on your journey from Chicago to Washington. Best of all, getting from Chicago to Washington is budget-friendly, with train tickets starting at just $81. This is an estimate, … Our data shows that the cheapest route for a one-way flight from Chicago to Washington, D.C. Reagan-National Airport cost $70 and was between Chicago O'Hare Intl Airport and Washington, D.C. Reagan-National Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $156. Chicago, IL to Washington, DC. Atlanta, GA to Washington, DC. Norfolk, VA to Washington, DC. Book Today . There's Only One DC. Plan your trip today. DC is the only place where you can visit world-class Smithsonian museums, stunning national monuments and memorials without paying admission. It’s the only place where you can view the …One of the most popular airlines traveling from Chicago to Washington, D.C. is United Airlines. Flights on this route from United Airlines typically cost $315.47 RT, a price that is 43% more expensive than the average Chicago to Washington, D.C. flight.Feb 5, 2024 · Chicago has two main airports that provide flights to Washington D.C. O'Hare International Airport is the fourth largest airport in the world and provides flights to millions of customers each year. It is located close to the city center and you can ride the Blue Line of Chicago train to the main terminal and avoid the hassles of trying to ... Washington, DC. Pittsburgh. Cleveland. Chicago. 18 hours Daily Departure. The Capitol Limited train runs between Washington, DC and Chicago. You'll follow the historic B&O line on your journey through the Potomac Valley, past historic Harpers Ferry and the Allegheny Mountains into Pittsburgh. Cross into Ohio heading north to Cleveland, and …United Airlines flight 265 headed to Washington returned on Monday to O'Hare after non-credible threat found in lavatory, the airline said.Driving non-stop from Chicago to Washington. How far is Washington from Chicago? Here's the quick answer if you have friends taking shifts as driver so that you can make the entire trip by car without stopping. Nonstop drive: 2,031 miles or 3269 km. Driving time: 29 hours, 44 minutes. This is a really long drive, so it's not very realistic to ...The average flight time from Chicago (Midway) to Washington, D.C. (Reagan National) is 1 hour 50 minutes. How many Southwest flights occur weekly from Chicago (Midway) to Washington, D.C. (Reagan National)? There are 106 weekly flights from Chicago (Midway) to Washington, D.C. (Reagan National) on Southwest Airlines.Over the past month, a train ticket between Chicago, IL and Wilmington, NC cost $263.50, on average. Due to the distance between Chicago and Wilmington, train tickets on this route tend to be relatively pricey. Booking your trip at least 28 days in advance can help you secure tickets at the best price. For same-day bookings, you’ll likely ... Chicago (ORD) to Washington, D.C. (DCA) Flights from Chicago (ORD) to Washington, D.C. (DCA) Book flights from Chicago (O'Hare) to Washington, D.C. (Reagan National) with Southwest Airlines ®. It’s easy to find the Chicago O'Hare International Airport to Ronald Reagan Washington National Airport flight to make your booking and travel a breeze. Fly to Washington, D.C., with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Washington D.C.’s top attractions. Walk along the National Mall, a park stretching two miles in downtown featuring museums and memorials. There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines. Washington. Chicago. The average train between Washington and Chicago takes 19h 34m and the fastest train takes 17h 40m. There is at least one train per day from Washington to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.Bus tickets from Chicago to Washington DC are expected to cost between $75 and $102 over the next four weeks. If you're planning a trip to Washington DC within the next week, you can find the cheapest bus tickets starting from $79. Don't wait too long to book your ticket, as prices tend to rise as the travel date approaches.There are 6 airlines that fly nonstop from Chicago to New York. They are: American Airlines, Delta, JetBlue, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $52 for a one-way flight. On average, the best prices for this route can be found at Spirit Airlines.Route information. Chicago, IL is 595 miles from Washington DC. There are 60 daily flights from Chicago, IL to Washington DC. There are 93 weekly flights from Chicago, IL to Washington DC. 68 non-stop flights are operating from Chicago, IL to Washington DC today. Southwest Airlines has the most nonstop flights between Chicago, IL and …Cheap Flights from Chicago to Washington (CHI-DCA) Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ...Flight deals from Chicago to Washington, D.C. Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Washington, D.C.? Find the …All flight schedules from Chicago Ohare International , Illinois , USA to Ronald Reagan Washington National , District of Columbia , USA . This route is operated by 2 airline (s), and the flight time is 2 hours and 11 minutes. The distance is 614 miles. USA. What companies run services between Washington, USA and Chicago, IL, USA? United Airlines, Delta and three other airlines fly from Spokane to Chicago hourly. Alternatively, Amtrak operates a train from Seattle to Chicago Union Station twice daily. Tickets cost $90 - $600 and the journey takes 45h 50m. Airlines. Cheap Flights from Chicago to Washington (ORD-IAD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ...Trains depart Chicago and Washington D.C. in the early evening. Travel time between Washington D.C. and Harpers Ferry is just over an hour. Travel time between Washington D.C. and Pittsburgh is almost eight hours. Travel time between Chicago and Washington D.C. is about 17.5 hours. View latest schedules and timetables on Amtrak.com. Things …Flights from Chicago to Washington, D.C.. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Washington, D.C.. Find the best...United Airlines flight 265 headed to Washington returned on Monday to O'Hare after non-credible threat found in lavatory, the airline said.Every ride counts as an Amtrak Guest Rewards member. Earn points toward reward travel, upgrades and more. Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America.Chicago to Seattle train times. Trains run twice daily between Chicago and Seattle. The service departs Chicago at 15:05 in the afternoon, which arrives into Seattle at 11:29. All services run direct with no transfers required, and take on average 46h 24m. The schedules shown below are for the next available departures. On Priceline, users have found cheap flights from Chicago to Washington, D.C. Reagan-National Airport for as low as $100. The average price found was around $109, however the best flight deal found in the last week was $96 (a Frontier flight from Chicago to Washington, D.C. Reagan-National Airport). On Priceline, users have found cheap flights from Chicago to Washington, D.C. Reagan-National Airport for as low as $100. The average price found was around $109, however the best flight deal found in the last week was $96 (a Frontier flight from Chicago to Washington, D.C. Reagan-National Airport).
BWI. Baltimore. $97. Roundtrip. found 2 hours ago. Book one-way or return flights from Chicago to Baltimore with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from Chicago to Baltimore now!. Yogiyo
The total driving distance from Chicago, IL to Washington, DC is 699 miles or 1 125 kilometers. Your trip begins in Chicago, Illinois. It ends in Washington, District of Columbia. If you are planning a road trip, you might also want to calculate the total driving time from Chicago, IL to Washington, DC so you can see when you'll arrive at your ...The Empire Builder is a daily long-distance Amtrak route that connects Chicago and the Pacific Northwest (with a choice of Seattle or Portland as a start or end point). There are stunning views of America's varied landscapes: large cities, the Great Plains, Rocky Mountains, Cascade Mountains and the forests of the Pacific Northwest. There are… Fly to Washington, D.C., with United Airlines from over 200 airports within the United States and an additional 100 airports internationally. Washington D.C.’s top attractions. Walk along the National Mall, a park stretching two miles in downtown featuring museums and memorials. Oct 20, 2023 · Empire Builder Experience - Chicago to Seattle. You are viewing the 2024 itinerary. Select your departure year. 2024 2025 2026. 5 days From $694 per person. (20 reviews) Gallery. Map. United Airlines flight 265 headed to Washington returned on Monday to O'Hare after non-credible threat found in lavatory, the airline said.Washington, D.C.. $81 per passenger. Departing Thu, May 9, returning Wed, May 15. Round-trip flight with Frontier Airlines. Outbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Thu, May 9, arriving in Baltimore Washington International. There are 3 airlines that fly nonstop from Washington, D.C. to Chicago O'Hare Intl Airport. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $153 for a one-way flight. On average, the best prices for this route can be found at United Airlines. Even without deals and promotions, an Amtrak train to Washington, DC, can cost as little as $6 (e.g. from Alexandria, VA). To save on your Amtrak travel to Washington, DC: Look through the everyday discounts for seniors, kids, passengers with disabilities, military, veterans and more. Check out our deals, discounts, promotions and limited-time ... Amtrak. Trains from Chicago, IL to Washington, DC cover the 593 miles (956 km) long route taking on average 17 h 25 min with our travel partners like Amtrak. Normally, there is 1 train operating per day. While the average ticket price for this trip costs around $151 (€133), you can find the cheapest train ticket for as low as $127 (€112).Prices were available within the past 7 days and start at $95 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. One way. Roundtrip. Thu, Jul 4 - Thu, Jul 4. ORD. Chicago.Flights to Washington, D.C. Dulles Intl Airport, Washington, D.C. Find flights to Washington Dulles Airport from $80. Fly from Chicago on United Airlines, Delta, …Oct 20, 2023 · Empire Builder Experience - Chicago to Seattle. You are viewing the 2024 itinerary. Select your departure year. 2024 2025 2026. 5 days From $694 per person. (20 reviews) Gallery. Map. Every ride counts as an Amtrak Guest Rewards member. Earn points toward reward travel, upgrades and more. Book your Amtrak train and bus tickets today by choosing from over …Washington D.C.. $135 per passenger. Departing Wed, 1 May, returning Mon, 13 May. Return flight with Frontier Airlines. Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 1 May, arriving in Washington Ronald Reagan. Washington, DC. Pittsburgh. Cleveland. Chicago. 18 hours Daily Departure. The Capitol Limited train runs between Washington, DC and Chicago. You'll follow the historic B&O line on your journey through the Potomac Valley, past historic Harpers Ferry and the Allegheny Mountains into Pittsburgh. Cross into Ohio heading north to Cleveland, and then ... What companies run services between Washington, DC, USA and Chicago, IL, USA? Southwest Airlines and Delta fly from Washington, DC to Chicago every 4 hours. Alternatively, Amtrak operates a train from Washington Union Station to Chicago Union Station once daily. Tickets cost $30 - $240 and the journey takes 17h 40m. .