Cheap flights from Washington DC to Chicago
Travel > North America > United States > Washington DC to Chicago flights
Travel tip: Visit Chicago on your holidays!Check our current prices for flights from Washington DC to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Washington DC to Chicago, you will need to run a search below.
Search and Compare cheap Flights

Book your flight now with Cheapoair.com and save!
Cheap Chicago airfares from $415/RT are provided by Cheapoair.com. Outbound flight is leaving on 10/14/2023, 07:00 am from Washington Dulles (IAD) airport and arrives at Chicago O`hare (ORD) at 05:00 am. The flight time is 22 hours and 0 minutes. The Returning flight departes on 10/19/2023, 10:24 am (other return dates are also available). Date posted: 11 Sep 2023
Price evolution for flights From Washington DC To Chicago

Recent Deals on Flights from Washington DC to Chicago:Roundtrip / Oneway
- $415
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Washington DC, DC (IAD) Chicago, IL (ORD) 10/14/2023 07:00 am Chicago, IL (ORD) Washington DC, DC (IAD) 10/19/2023 10:24 am - $722
Alaska Airlines
cheapoair.com check priceFrom To Departure Time Washington DC, DC (IAD) Chicago, IL (ORD) 10/01/2023 07:00 am Chicago, IL (ORD) Washington DC, DC (IAD) 10/13/2023 06:15 am - $754
Alaska Airlines
cheapoair.com check priceFrom To Departure Time Washington DC, DC (IAD) Chicago, IL (ORD) 10/31/2023 07:55 pm Chicago, IL (ORD) Washington DC, DC (IAD) 11/11/2023 02:57 pm - We are sorry but currently there are no oneway offers for flights from Washington DC to Chicago.
Please visit this page again later or try out our merchant comparison search. Good luck!
Recently found cheap flight deals
Ottawa To Washington DC Porter Airlines airfares from Ottawa in October
$314 Depart: 10/21/2023
Return: 11/05/2023
provided by Cheapoair.com
Manchester To Montego Bay Spirit Airlines airfares from Manchester in July
$428 Depart: 07/09/2023
Return: 07/21/2023
provided by Cheapoair.com
New York City To Cancun Spirit Airlines airfares from New York City in October
$332 Depart: 10/11/2023
Return: 10/18/2023
provided by Cheapoair.com
San Francisco To Little Rock Multiple Airlines airfares from San Francisco in October
$597 Depart: 10/05/2023
Return: 10/13/2023
provided by Cheapoair.com
Salt Lake City To Spokane Alaska Airlines airfares from Salt Lake City in July
$526 Depart: 07/10/2023
Return: 07/16/2023
provided by Cheapoair.com
Portland To Amsterdam Multiple Airlines airfares from Portland in March
$1135 Depart: 03/12/2023
Return: 03/20/2023
provided by Cheapoair.com
Saint Louis To Chicago Cape Air airfares from Saint Louis in August
$276 Depart: 08/30/2022
Return: 09/14/2022
provided by Cheapoair.com
Seattle To Bombay Oman Air airfares from Seattle in August
$1750 Depart: 08/15/2023
Return: 08/20/2023
provided by Cheapoair.com
Vancouver To Bombay British Airways airfares from Vancouver in July
$1918 Depart: 07/12/2023
Return: 08/02/2023
provided by Cheapoair.com
Specify your search details. Browse the cheapest flights from Washington DC to Chicago, Chicago hotel rooms and Washington DC to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.
Know what to do when flying to Chicago?
Chicago Travel Guide Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals. Though [...]Chicago History The site where Chicago stands had long been considered as an important portage point on the water route linking the Great Lakes with the Mississippi river. Aside from this important fact, there are a lot of interesting things you need to know [...]
Chicago Sightseeing The rich cultural heritage of Chicago is depicted in its famous sights. Other tourist attractions in the city can be seen in zoos and parks as well. If you are thinking about visiting, it will help if you take a look at some of the travel [...]
Chicago Nightlife Chicago is one of the cities blessed with a variety of nightlife options. Discos, clubs, bars - name it and the place will certainly give you the pleasure you are looking for. You will surely dance the night away as you listen to the music [...]