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.

$91 CHEAP FLIGHTS from District of Columbia to Chicago

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Flight Deals

Cheap Flights from District of Columbia to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

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

Tue, Oct 27 - Sat, Oct 31

8:05 am - 12:51 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

5h 46m1 stop Atlanta Hartsfield-Jackson

7:15 am - 5:12 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

8h 57m1 stop Atlanta Hartsfield-Jackson

$180Frontier

Tue, Nov 3 - Sat, Nov 7

4:05 pm - 9:30 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 25m1 stop Newark

7:45 am - 10:53 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 08mnonstop

$181United Airlines

Sat, Oct 3 - Wed, Oct 7

7:50 am - 5:51 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

11h 01m1 stop Atlanta Hartsfield-Jackson

6:25 am - 5:18 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 53m1 stop Atlanta Hartsfield-Jackson

$181Frontier

Wed, Nov 4 - Sat, Nov 7

8:10 pm - 9:44 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 34mnonstop

7:00 am - 2:27 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

6h 27m1 stop Newark

$196United Airlines

Sat, Oct 24 - Tue, Oct 27

1:06 pm - 2:29 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

5:50 pm - 8:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 09mnonstop

$209American Airlines

Sat, Nov 21 - Tue, Dec 1

2:50 pm - 4:18 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 28mnonstop

12:56 pm - 4:06 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 10mnonstop

$209American Airlines

Wed, Oct 7 - Tue, Oct 13

9:00 pm - 10:00 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

5:40 am - 8:30 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$209Southwest

Tue, Oct 20 - Wed, Oct 21

7:30 am - 8:30 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

1:15 pm - 4:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$211Southwest

Sat, Oct 10 - Tue, Oct 13

6:10 am - 10:24 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 14m1 stop Detroit Metropolitan Wayne County

5:29 pm - 11:07 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 38m1 stop Detroit Metropolitan Wayne County

$229Delta

Tue, Oct 20 - Sat, Oct 24

9:40 am - 12:59 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

4h 19m1 stop Detroit Metropolitan Wayne County

5:29 pm - 11:07 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 38m1 stop Detroit Metropolitan Wayne County

$229Delta

Recent last minute flight deals from District of Columbia to Chicago

Sat, Sep 19 - Sat, Sep 26

6:00 am - 5:38 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

24h 38m1 stop Las Vegas Harry Reid Intl

7:32 pm - 6:20 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

9h 48m1 stop Las Vegas Harry Reid Intl

$270Frontier

Sat, Sep 19 - Wed, Oct 21

7:50 am - 6:23 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

11h 33m1 stop Atlanta Hartsfield-Jackson

6:00 am - 5:13 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

10h 13m1 stop Atlanta Hartsfield-Jackson

$275Frontier

Sat, Sep 19 - Wed, Oct 21

10:27 pm - 11:40 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 13mnonstop

12:55 pm - 4:01 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 06mnonstop

$428United Airlines

Sat, Sep 19 - Wed, Oct 21

5:01 pm - 6:30 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 29mnonstop

6:55 pm - 10:00 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$428American Airlines

Sat, Sep 19 - Wed, Oct 21

6:40 pm - 7:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

8:15 pm - 11:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$428Southwest

Fri, Sep 18 - Sat, Feb 6

6:19 pm - 7:59 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 40mnonstop

8:43 am - 11:49 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 06mnonstop

$430American Airlines

Mon, Sep 21 - Fri, Sep 25

6:36 pm - 10:59 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

29h 23m2 stops Blountville Tri Cities TN/VA Orlando

10:26 am - 5:18 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 52m1 stop Atlanta Hartsfield-Jackson

$437Multiple Airlines

Sat, Sep 19 - Wed, Oct 21

1:20 pm - 4:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

4h 20m1 stop Columbus

8:15 pm - 11:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$438Southwest

Sun, Sep 20 - Wed, Sep 23

12:30 pm - 10:48 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

23h 18m2 stops Dallas/Fort Worth Minneapolis St Paul

6:00 am - 3:34 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

8h 34m1 stop Dallas/Fort Worth

$453Multiple Airlines

Fri, Sep 18 - Sat, Feb 6

3:15 pm - 4:29 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 14mnonstop

9:41 pm - 12:38 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 57mnonstop

$470United Airlines

Recent direct flight deals from District of Columbia to Chicago

Sat, Oct 10 - Tue, Oct 13

1:10 pm - 2:26 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 16mnonstop

8:50 am - 11:55 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 05mnonstop

$209United Airlines

Wed, Oct 7 - Tue, Oct 13

6:10 am - 7:25 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 15mnonstop

2:37 pm - 5:44 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 07mnonstop

$209United Airlines

Wed, Oct 7 - Tue, Oct 13

9:00 pm - 10:00 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

5:40 am - 8:30 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$209Southwest

Sat, Oct 24 - Tue, Oct 27

1:06 pm - 2:29 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

5:50 pm - 8:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 09mnonstop

$209American Airlines

Sat, Nov 21 - Tue, Dec 1

2:50 pm - 4:18 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 28mnonstop

12:56 pm - 4:06 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 10mnonstop

$209American Airlines

Wed, Nov 4 - Sat, Nov 7

6:11 am - 7:30 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 19mnonstop

6:07 pm - 9:10 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 03mnonstop

$209United Airlines

Wed, Oct 7 - Wed, Oct 14

1:10 pm - 2:26 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 16mnonstop

8:50 am - 11:55 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 05mnonstop

$209United Airlines

Sat, Oct 10 - Tue, Oct 20

1:06 pm - 2:29 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

6:59 am - 10:06 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 07mnonstop

$209American Airlines

Tue, Oct 20 - Wed, Oct 21

7:30 am - 8:30 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

1:15 pm - 4:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$211Southwest

Wed, Oct 14 - Wed, Oct 21

9:10 am - 10:10 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

8:15 pm - 11:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$211Southwest

Useful Info

Low season	February
High season	July
Cheapest flight	$91

Best time to beat the crowds with an average 21% drop in price.

Most popular time to fly with an average 19% increase in price.

Flight from Washington Dulles Airport to Chicago O'Hare Airport

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.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

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$91 Find Cheap Flights from District of Columbia to Chicago - Compare and Save

Cheap Flights from District of Columbia to Chicago

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

Recent one-way flight deals from District of Columbia to Chicago

Recent last minute flight deals from District of Columbia to Chicago

Recent direct flight deals from District of Columbia to Chicago

Good to know

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High season

Cheapest flight

FAQs for booking flights from District of Columbia to Chicago

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More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

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