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.

$99 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, Feb 2 - Fri, Feb 5

6:37 am - 11:50 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

6h 13m1 stop Atlanta Hartsfield-Jackson

5:32 pm - 12:19 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 47m1 stop Atlanta Hartsfield-Jackson

$208Frontier

Mon, Nov 2 - Tue, Nov 3

7:40 am - 6:45 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

12h 05m1 stop Atlanta Hartsfield-Jackson

7:35 pm - 5:12 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

20h 37m1 stop Atlanta Hartsfield-Jackson

$208Frontier

Wed, Oct 28 - Wed, Nov 4

2:06 pm - 7:29 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 23m1 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

$209JetBlue

Wed, Oct 28 - Tue, Nov 3

2:06 pm - 7:29 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 23m1 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

$209JetBlue

Thu, Dec 17 - Mon, Dec 21

10:45 pm - 12:01 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 16mnonstop

6:10 pm - 9:13 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 03mnonstop

$211United Airlines

Sat, Nov 7 - Mon, Nov 9

5:29 pm - 6:55 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 26mnonstop

5:55 am - 8:49 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 54mnonstop

$211United Airlines

Sat, Nov 14 - Tue, Nov 17

9:25 am - 10:30 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

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

1h 50mnonstop

$211Southwest

Wed, Nov 18 - Mon, Nov 23

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

2h 15mnonstop

7:20 am - 10:10 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$211Southwest

Thu, Nov 12 - Mon, Nov 16

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

2h 26mnonstop

9:50 am - 12:55 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$211American Airlines

Thu, Nov 12 - Mon, Nov 16

10:01 pm - 11:30 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 29mnonstop

4:51 pm - 7:56 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$211American Airlines

Recent last minute flight deals from District of Columbia to Chicago

Sat, Oct 17 - Tue, Nov 17

6:00 pm - 12:24 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

7h 24m1 stop Denver Intl

6:30 am - 4:47 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

9h 17m1 stop Denver Intl

$298Frontier

Sat, Oct 17 - Tue, Nov 17

7:50 am - 6:31 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

11h 41m1 stop Atlanta Hartsfield-Jackson

9:51 am - 10:21 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

23h 30m1 stop Orlando

$299Frontier

Sat, Oct 17 - Sat, Oct 24

6:00 pm - 12:24 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

7h 24m1 stop Denver Intl

7:00 am - 11:42 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

15h 42m1 stop Fort Lauderdale

$374Multiple Airlines

Sun, Oct 18 - Tue, Nov 17

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

2h 00mnonstop

4:15 pm - 7:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$395Southwest

Sat, Oct 17 - Tue, Nov 17

6:00 am - 7:27 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 27mnonstop

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

2h 04mnonstop

$395American Airlines

Sun, Oct 18 - Tue, Nov 17

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

2h 00mnonstop

11:30 am - 6:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

6h 25m1 stop Lambert-St Louis

$405Southwest

Sun, Oct 18 - Tue, Nov 17

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

2h 15mnonstop

8:50 am - 11:52 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 02mnonstop

$405United Airlines

Sat, Oct 17 - Tue, Nov 17

4:02 pm - 5:20 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 18mnonstop

6:04 am - 8:58 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 54mnonstop

$405United Airlines

Fri, Oct 16 - Mon, Nov 16

6:05 am - 9:23 amIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

4h 18m1 stop Detroit Metropolitan Wayne County

5:13 pm - 12:41 amMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

6h 28m1 stop Atlanta Hartsfield-Jackson

$415Delta

Wed, Oct 14 - Wed, Oct 14

11:30 am - 12:52 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 22mnonstop

2:52 pm - 6:03 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 11mnonstop

$471American Airlines

Recent direct flight deals from District of Columbia to Chicago

Thu, Dec 17 - Mon, Dec 21

10:45 pm - 12:01 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 16mnonstop

6:10 pm - 9:13 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 03mnonstop

$211United Airlines

Sat, Nov 7 - Mon, Nov 9

5:29 pm - 6:55 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 26mnonstop

5:55 am - 8:49 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 54mnonstop

$211United Airlines

Sat, Nov 7 - Sat, Nov 7

6:00 am - 7:05 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

1:05 pm - 3:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$211Southwest

Thu, Nov 5 - Sat, Nov 7

9:15 pm - 10:20 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

3:30 pm - 6:15 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$211Southwest

Thu, Nov 12 - Mon, Nov 16

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

2h 26mnonstop

9:50 am - 12:55 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$211American Airlines

Thu, Nov 12 - Mon, Nov 16

10:01 pm - 11:30 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 29mnonstop

4:51 pm - 7:56 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$211American Airlines

Mon, Nov 9 - Sat, Nov 14

6:12 am - 7:30 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 18mnonstop

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

2h 03mnonstop

$211United Airlines

Thu, Oct 29 - Mon, Nov 2

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

2h 14mnonstop

10:32 am - 1:35 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 03mnonstop

$211United Airlines

Sat, Nov 14 - Tue, Nov 17

9:25 am - 10:30 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

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

1h 50mnonstop

$211Southwest

Thu, Jan 28 - Sat, Jan 30

6:24 pm - 7:56 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 32mnonstop

2:56 pm - 6:03 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 07mnonstop

$211American Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$99

Best time to beat the crowds with an average 22% drop in price.

Most popular time to fly with an average 16% 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

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$99 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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Cheapest flight

FAQs for booking flights from District of Columbia to Chicago

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

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