$99 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 5/26. 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

Sat, Jun 13 - Sat, Jun 27
Frontier Logo
7:00 am - 8:43 pm
DCA
-
ORD
14h 43m
1 stop
Frontier Logo
9:48 pm - 12:57 pm
ORD
-
DCA
14h 09m
1 stop
$224Frontier
Wed, Jul 1 - Sat, Aug 15
Frontier Logo
11:17 am - 7:50 pm
IAD
-
ORD
9h 33m
1 stop
Frontier Logo
1:50 pm - 11:13 pm
ORD
-
IAD
8h 23m
1 stop
$224Frontier
Wed, May 27 - Sat, May 30
Southwest Logo
1:00 pm - 6:25 pm
DCA
-
ORD
6h 25m
1 stop
Southwest Logo
1:55 pm - 8:55 pm
ORD
-
DCA
6h 00m
1 stop
$228Southwest
Wed, May 27 - Sat, May 30
Delta Logo
6:00 am - 10:29 am
IAD
-
ORD
5h 29m
1 stop
Delta Logo
12:00 pm - 8:02 pm
ORD
-
IAD
7h 02m
1 stop
$228Delta
Sat, Jun 6 - Tue, Jun 9
Delta Logo
6:05 am - 8:43 am
DCA
-
MDW
3h 38m
1 stop
Delta Logo
1:26 pm - 6:59 pm
MDW
-
DCA
4h 33m
1 stop
$228Delta
Wed, May 27 - Sat, May 30
Southwest Logo
2:40 pm - 9:45 pm
DCA
-
MDW
8h 05m
2 stops
Southwest Logo
6:35 pm - 9:30 pm
MDW
-
DCA
1h 55mnonstop
$233Southwest
Tue, Jun 30 - Mon, Jul 6
American Airlines Logo
5:20 pm - 6:49 pm
DCA
-
ORD
2h 29mnonstop
American Airlines Logo
8:55 pm - 11:59 pm
ORD
-
DCA
2h 04mnonstop
$233American Airlines
Sat, Jun 13 - Tue, Jun 16
United Airlines Logo
10:15 pm - 11:26 pm
IAD
-
ORD
2h 11mnonstop
United Airlines Logo
3:53 pm - 7:02 pm
ORD
-
IAD
2h 09mnonstop
$233United Airlines
Thu, May 28 - Mon, Jun 1
United Airlines Logo
9:30 am - 10:50 am
DCA
-
ORD
2h 20mnonstop
United Airlines Logo
9:00 am - 11:59 am
ORD
-
DCA
1h 59mnonstop
$239United Airlines
Mon, Jun 1 - Mon, Jun 8
American Airlines Logo
10:00 pm - 11:23 pm
DCA
-
ORD
2h 23mnonstop
American Airlines Logo
6:00 am - 9:14 am
ORD
-
DCA
2h 14mnonstop
$240American Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$99
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Reagan Washington National 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.