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.

$114 CHEAP FLIGHTS from District of Columbia to Chicago

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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

Thu, Nov 12 - Sat, Nov 14

6:07 pm - 3:37 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

22h 30m1 stop Fort Lauderdale

7:55 am - 8:11 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

11h 16m1 stop Fort Lauderdale

$210Frontier

Mon, Dec 7 - Sat, Dec 12

10:35 pm - 2:30 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

16h 55m1 stop Atlanta Hartsfield-Jackson

8:30 am - 2:49 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 19m1 stop Atlanta Hartsfield-Jackson

$210Frontier

Mon, Nov 30 - Wed, Dec 2

7:40 pm - 12:20 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

5h 40m1 stop Nashville Intl

9:15 am - 12:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$217Southwest

Thu, Jan 21 - Mon, Jan 25

10:05 am - 2:15 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 10m1 stop Newark

12:29 pm - 3:32 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 03mnonstop

$218United Airlines

Fri, Dec 4 - Sun, Dec 6

8:15 am - 9:37 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 22mnonstop

8:52 am - 11:53 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 01mnonstop

$218United Airlines

Tue, Dec 29 - Tue, Jan 5

8:25 am - 2:45 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

7h 20m1 stop Lambert-St Louis

8:15 am - 2:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

4h 50m1 stop Columbus

$221Southwest

Thu, Nov 19 - Sun, Nov 22

5:00 am - 8:59 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

4h 59m1 stop Charlotte Douglas

8:45 am - 11:49 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 04mnonstop

$222American Airlines

Thu, Nov 12 - Sun, Nov 15

5:00 am - 9:00 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 00m1 stop Charlotte Douglas

6:57 am - 10:00 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 03mnonstop

$222American Airlines

Mon, Nov 16 - Wed, Nov 18

2:06 pm - 7:17 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 11m1 stop Boston Logan Intl

1:00 pm - 8:09 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

6h 09m1 stop Boston Logan Intl

$233JetBlue

Wed, Nov 25 - Tue, Dec 1

6:10 am - 10:39 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 29m1 stop Detroit Metropolitan Wayne County

11:39 am - 4:38 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

3h 59m1 stop Detroit Metropolitan Wayne County

$237Delta

Recent last minute flight deals from District of Columbia to Chicago

Tue, Oct 27 - Tue, Dec 1

12:31 pm - 7:08 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

7h 37m1 stop Dallas/Fort Worth

8:15 am - 2:49 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 34m1 stop Atlanta Hartsfield-Jackson

$252Frontier

Tue, Oct 27 - Mon, Nov 16

8:05 am - 5:27 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

10h 22m1 stop Atlanta Hartsfield-Jackson

6:08 am - 5:12 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

10h 04m1 stop Atlanta Hartsfield-Jackson

$253Frontier

Tue, Oct 27 - Mon, Nov 16

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

5h 46m1 stop Atlanta Hartsfield-Jackson

12:15 pm - 11:36 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

22h 21m3 stops Quincy Regional Nashville Intl Dallas/Fort Worth

$336Multiple Airlines

Thu, Oct 22 - Tue, Nov 24

7:45 am - 9:11 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 26mnonstop

8:54 pm - 11:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$344American Airlines

Thu, Oct 22 - Tue, Nov 24

11:57 am - 4:05 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 08m1 stop Charlotte Douglas

9:46 am - 12:49 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 03mnonstop

$354American Airlines

Mon, Oct 26 - Fri, Oct 30

6:36 pm - 5:03 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

23h 27m2 stops Blountville Tri Cities TN/VA Orlando

8:00 am - 8:11 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

11h 11m1 stop Fort Lauderdale

$410Multiple Airlines

Tue, Oct 27 - Tue, Dec 1

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

2h 00mnonstop

12:05 pm - 2:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$436Southwest

Tue, Oct 27 - Mon, Nov 16

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

2h 00mnonstop

7:25 am - 10:15 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$440Southwest

Tue, Oct 27 - Tue, Dec 1

10:15 am - 11:38 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 23mnonstop

10:35 am - 1:38 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 03mnonstop

$448United Airlines

Tue, Oct 27 - Sat, Nov 21

10:47 pm - 12:01 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 14mnonstop

2:29 pm - 5:35 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 06mnonstop

$452United Airlines

Recent direct flight deals from District of Columbia to Chicago

Fri, Dec 4 - Sun, Dec 6

8:15 am - 9:37 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 22mnonstop

8:52 am - 11:53 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 01mnonstop

$218United Airlines

Sat, Dec 5 - Sun, Dec 6

8:15 am - 9:37 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 22mnonstop

8:52 am - 11:53 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 01mnonstop

$218United Airlines

Sat, Dec 19 - Thu, Dec 24

7:35 am - 9:00 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 25mnonstop

2:00 pm - 5:05 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$223United Airlines

Sat, Dec 19 - Wed, Dec 23

7:35 am - 9:00 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 25mnonstop

7:00 am - 9:59 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 59mnonstop

$223United Airlines

Tue, Nov 17 - Tue, Nov 17

6:00 am - 7:26 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 26mnonstop

7:31 pm - 10:29 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 58mnonstop

$227American Airlines

Sat, Nov 14 - Sat, Nov 14

8:39 am - 10:05 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 26mnonstop

5:49 pm - 8:52 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 03mnonstop

$227American Airlines

Tue, Nov 17 - Tue, Nov 17

12:53 pm - 2:15 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 22mnonstop

7:31 pm - 10:29 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 58mnonstop

$227American Airlines

Tue, Nov 17 - Tue, Nov 24

6:10 am - 7:15 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

5:35 am - 8:25 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$228Southwest

Tue, Jan 12 - Wed, Jan 13

9:40 am - 10:50 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

9:00 pm - 11:45 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$228Southwest

Wed, Nov 18 - Thu, Nov 19

8:55 pm - 10:10 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 15mnonstop

12:05 pm - 2:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$230Southwest

Useful Info

Low season	February
High season	July
Cheapest flight	$114

Best time to beat the crowds with an average 23% drop in price.

Most popular time to fly with an average 15% increase in price.

Flight from Reagan Washington National 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

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$114 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

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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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