$100 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 6/16. 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

Wed, May 20 - Tue, May 26
American Airlines Logo
5:55 am - 7:24 am
DCA
-
ORD
2h 29mnonstop
American Airlines Logo
12:35 pm - 7:15 pm
ORD
-
DCA
5h 40m
1 stop
$219American Airlines
Tue, May 19 - Thu, May 21
Multiple Airlines Logo
11:07 am - 10:02 pm
IAD
-
MDW
11h 55m
1 stop
Multiple Airlines Logo
9:14 am - 5:28 pm
MDW
-
IAD
7h 14m
1 stop
$219Multiple Airlines
Fri, May 8 - Sat, May 9
Frontier Logo
11:12 am - 10:02 pm
IAD
-
MDW
11h 50m
1 stop
Frontier Logo
11:59 am - 11:09 pm
MDW
-
IAD
10h 10m
1 stop
$220Frontier
Wed, Jun 3 - Thu, Jun 4
Southwest Logo
9:05 am - 3:45 pm
DCA
-
MDW
7h 40m
2 stops
Southwest Logo
11:15 am - 2:00 pm
MDW
-
DCA
1h 45mnonstop
$220Southwest
Wed, May 6 - Mon, May 11
Frontier Logo
1:59 pm - 8:32 pm
DCA
-
ORD
7h 33m
1 stop
Frontier Logo
9:37 pm - 9:58 pm
ORD
-
DCA
23h 21m
1 stop
$221Frontier
Tue, May 26 - Wed, May 27
Southwest Logo
9:05 am - 3:45 pm
DCA
-
MDW
7h 40m
2 stops
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
$221Southwest
Sat, May 16 - Mon, May 18
Frontier Logo
11:07 am - 7:51 pm
IAD
-
ORD
9h 44m
1 stop
Frontier Logo
5:30 pm - 5:52 pm
ORD
-
IAD
23h 22m
1 stop
$221Frontier
Sat, May 16 - Wed, May 20
American Airlines Logo
6:36 am - 10:11 am
DCA
-
ORD
4h 35m
1 stop
American Airlines Logo
12:42 pm - 3:45 pm
ORD
-
DCA
2h 03mnonstop
$222American Airlines
Sat, May 23 - Mon, May 25
United Airlines Logo
5:05 pm - 6:27 pm
DCA
-
ORD
2h 22mnonstop
United Airlines Logo
6:00 am - 8:54 am
ORD
-
DCA
1h 54mnonstop
$223United Airlines
Thu, Sep 3 - Sat, Sep 5
United Airlines Logo
10:10 pm - 11:21 pm
IAD
-
ORD
2h 11mnonstop
United Airlines Logo
6:18 pm - 9:22 pm
ORD
-
IAD
2h 04mnonstop
$223United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$100
Best time to beat the crowds with an average 10% drop 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 $416
Business Class flights to Chicagofrom $554
Premium Economy Class flights to Chicagofrom $569
Economy Class flights to Chicagofrom $236