$74 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 3/2. 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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Everything you should know

Cheapest round-trip
$157
Frontier
Thu 2/26Sun 3/1
IAD - MDW • 1 stop
Cheapest non-stop
$191
Typical prices: $229-$354
Southwest
Sat 2/14Sat 2/21
DCA - MDW • Non-stop
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We hope you love your trip to Chicago!
Flight Deals
Useful Info
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

Thu, Feb 26 - Sun, Mar 1
Frontier Logo
11:22 am - 4:16 pm
IAD
-
MDW
5h 54m
1 stop
Frontier Logo
6:00 am - 10:40 am
MDW
-
IAD
27h 40m
1 stop
$157Frontier
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
5:37 pm - 10:46 pm
IAD
-
ORD
6h 09m
1 stop
Frontier Logo
5:40 am - 4:28 pm
ORD
-
IAD
9h 48m
1 stop
$160Frontier
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
5:37 pm - 10:19 pm
IAD
-
MDW
5h 42m
1 stop
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m
1 stop
$160Frontier
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
5:37 pm - 10:46 pm
IAD
-
ORD
6h 09m
1 stop
Frontier Logo
5:40 am - 4:28 pm
ORD
-
IAD
9h 48m
1 stop
$161Frontier
Sat, Feb 7 - Wed, Feb 11
Multiple Airlines Logo
11:39 am - 10:44 pm
IAD
-
ORD
12h 05m
1 stop
Multiple Airlines Logo
5:15 am - 10:49 am
ORD
-
IAD
28h 34m
2 stops
$170Multiple Airlines
Sat, Feb 28 - Mon, Mar 2
Multiple Airlines Logo
10:29 am - 9:13 pm
IAD
-
ORD
11h 44m
2 stops
Multiple Airlines Logo
5:05 am - 4:08 pm
ORD
-
IAD
10h 03m
1 stop
$174Multiple Airlines
Wed, Mar 4 - Wed, Mar 11
JetBlue Logo
6:00 am - 12:04 pm
DCA
-
ORD
7h 04m
1 stop
JetBlue Logo
10:00 am - 4:03 pm
ORD
-
DCA
5h 03m
1 stop
$188JetBlue
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
3:40 pm - 4:55 pm
DCA
-
MDW
2h 15mnonstop
Southwest Logo
6:25 am - 9:20 am
MDW
-
DCA
1h 55mnonstop
$191Southwest
Mon, Feb 9 - Thu, Feb 12
JetBlue Logo
1:00 pm - 5:43 pm
DCA
-
ORD
5h 43m
1 stop
JetBlue Logo
10:00 am - 4:04 pm
ORD
-
DCA
5h 04m
1 stop
$197JetBlue
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
3:40 pm - 4:55 pm
DCA
-
MDW
2h 15mnonstop
Southwest Logo
11:00 am - 4:20 pm
MDW
-
DCA
4h 20m
1 stop
$201Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$74
Best time to beat the crowds with an average 9% 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 $548
Business Class flights to Chicagofrom $593
Prem Econ Class flights to Chicagofrom $796
Economy Class flights to Chicagofrom $218