$75 Find Cheap Flights from District of Columbia to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from District of Columbia to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from District of Columbia to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from District of Columbia to Chicago

Fri, Dec 5 - Sun, Dec 7
Frontier Logo
5:19 pm - 10:24 pmIAD-ORD
6h 05m1 stop
Frontier Logo
6:11 am - 4:24 pmORD-IAD
9h 13m1 stop
$141Frontier
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Fri, Dec 5 - Sun, Dec 7
Frontier Logo
5:19 pm - 10:12 pmIAD-MDW
5h 53m1 stop
Frontier Logo
6:15 am - 4:24 pmMDW-IAD
9h 09m1 stop
$141Frontier
Find Deal
Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
5:19 pm - 10:24 pmIAD-ORD
6h 05m1 stop
Multiple Airlines Logo
12:09 pm - 8:24 pmORD-IAD
7h 15m1 stop
$148Multiple Airlines
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Wed, Jan 21 - Mon, Jan 26
JetBlue Logo
6:15 am - 1:10 pmDCA-ORD
7h 55m1 stop
JetBlue Logo
2:05 pm - 10:47 pmORD-DCA
7h 42m1 stop
$157JetBlue
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Wed, Dec 3 - Wed, Dec 10
Multiple Airlines Logo
9:00 am - 6:46 pmIAD-ORD
10h 46m1 stop
Multiple Airlines Logo
7:41 pm - 6:18 pmORD-IAD
21h 37m2 stops
$162Multiple Airlines
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Wed, Nov 19 - Thu, Nov 20
JetBlue Logo
4:55 pm - 9:52 pmDCA-ORD
5h 57m1 stop
JetBlue Logo
1:43 pm - 10:59 pmORD-DCA
8h 16m1 stop
$169JetBlue
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Thu, Jan 1 - Thu, Jan 1
American Airlines Logo
1:03 pm - 5:20 pmDCA-ORD
5h 17m1 stop
American Airlines Logo
9:04 pm - 11:59 pmORD-DCA
1h 55mnonstop
$219American Airlines
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Thu, Dec 25 - Wed, Jan 7
Southwest Logo
11:35 am - 12:40 pmDCA-MDW
2h 05mnonstop
Southwest Logo
12:10 pm - 2:55 pmMDW-DCA
1h 45mnonstop
$230Southwest
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Sun, Feb 15 - Sun, Feb 15
American Airlines Logo
11:57 am - 1:18 pmDCA-ORD
2h 21mnonstop
American Airlines Logo
4:00 pm - 6:59 pmORD-DCA
1h 59mnonstop
$232American Airlines
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Mon, Nov 24 - Thu, Nov 27
Southwest Logo
6:00 am - 7:05 amDCA-MDW
2h 05mnonstop
Southwest Logo
10:05 am - 1:00 pmMDW-DCA
1h 55mnonstop
$237Southwest
Find Deal

Everything you should know

Cheapest round-trip
$141
Overall average: $376
Frontier
Fri 12/5Sun 12/7
IAD - ORD • 1 stop
Cheapest non-stop
$223
Typical prices: $278-$499
American Airlines
Wed 12/17Wed 12/17
DCA - ORD • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$75
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Washington Dulles Airport to Chicago O'Hare Airport

FAQs for booking flights from District of Columbia to Chicago

  • How does KAYAK find such low prices on flights from District of Columbia to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from District of Columbia to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from District of Columbia to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from District of Columbia is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from District of Columbia to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to District of Columbia with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from District of Columbia to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from District of Columbia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to District of Columbia

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $533
Business Class flights to Chicagofrom $533
Prem Econ Class flights to Chicagofrom $587
Economy Class flights to Chicagofrom $187

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