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.

$89 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, Nov 10 - Wed, Nov 11

9:40 am - 1:59 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 19m1 stop Detroit Metropolitan Wayne County

7:05 am - 11:29 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

3h 24m1 stop Detroit Metropolitan Wayne County

$179Delta

Tue, Nov 10 - Wed, Nov 11

7:40 pm - 11:54 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 14m1 stop Atlanta Hartsfield-Jackson

10:06 am - 3:57 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 51m1 stop New York LaGuardia

$179Delta

Tue, Oct 27 - Thu, Oct 29

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

5h 46m1 stop Atlanta Hartsfield-Jackson

10:26 am - 5:12 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 46m1 stop Atlanta Hartsfield-Jackson

$179Frontier

Sat, Oct 17 - Sat, Oct 24

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

11h 41m1 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

$180Frontier

Thu, Nov 12 - Sat, Nov 14

10:05 am - 3:13 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 08m1 stop Newark

7:00 am - 9:56 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 56mnonstop

$200United Airlines

Wed, Oct 14 - Wed, Oct 21

7:46 am - 9:00 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 14mnonstop

12:40 pm - 3:42 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 02mnonstop

$211United Airlines

Sat, Oct 10 - Tue, Oct 13

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

$211American Airlines

Tue, Oct 13 - Tue, Oct 20

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

2h 22mnonstop

4:50 pm - 7:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 09mnonstop

$211American Airlines

Wed, Oct 14 - Wed, Oct 21

1:00 pm - 2:00 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

$211Southwest

Wed, Oct 7 - Sat, Oct 10

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

2h 00mnonstop

6:15 pm - 9:10 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$211Southwest

Recent last minute flight deals from District of Columbia to Chicago

Fri, Sep 25 - Mon, Oct 26

12:30 pm - 7:35 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

8h 05m1 stop Dallas/Fort Worth

8:11 pm - 10:21 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

13h 10m1 stop Orlando

$318Frontier

Fri, Sep 25 - Mon, Oct 26

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

11h 01m1 stop Atlanta Hartsfield-Jackson

6:15 am - 5:13 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 58m1 stop Atlanta Hartsfield-Jackson

$327Frontier

Tue, Sep 22 - Tue, Sep 22

6:14 am - 12:14 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

7h 00m1 stop Charlotte Douglas

4:45 pm - 10:51 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 06m1 stop Charlotte Douglas

$437American 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

$439Multiple Airlines

Mon, Sep 21 - Wed, Sep 23

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

7:11 am - 8:09 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

11h 58m1 stop Fort Lauderdale

$444Multiple Airlines

Fri, Sep 25 - Sat, Sep 26

10:15 pm - 5:59 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

8h 44m1 stop Indianapolis

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

2h 05mnonstop

$461United Airlines

Fri, Sep 25 - Mon, Oct 26

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

2h 15mnonstop

9:41 pm - 12:30 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 49mnonstop

$466United Airlines

Fri, Sep 25 - Sat, Sep 26

10:28 pm - 5:59 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

8h 31m1 stop Cleveland Hopkins Intl

9:53 am - 12:58 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$469American Airlines

Mon, Sep 21 - Fri, Jun 18

6:10 am - 9:07 amIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

3h 57m1 stop Detroit Metropolitan Wayne County

5:59 pm - 11:02 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

4h 03m1 stop Detroit Metropolitan Wayne County

$490Delta

Mon, Sep 21 - Fri, Jun 18

6:20 am - 12:59 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

7h 39m1 stop New York LaGuardia

5:00 pm - 10:54 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 54m1 stop New York LaGuardia

$490Delta

Recent direct flight deals from District of Columbia to Chicago

Tue, Oct 20 - Wed, Oct 28

5:20 pm - 6:41 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 21mnonstop

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

2h 03mnonstop

$211United Airlines

Wed, Dec 23 - Wed, Dec 30

8:15 am - 9:40 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 25mnonstop

2:22 pm - 5:22 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 00mnonstop

$211United Airlines

Sat, Oct 10 - Tue, Oct 13

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

$211American Airlines

Tue, Oct 13 - Tue, Oct 20

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

2h 22mnonstop

4:50 pm - 7:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 09mnonstop

$211American Airlines

Wed, Oct 14 - Wed, Oct 21

1:00 pm - 2:00 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

$211Southwest

Wed, Oct 7 - Sat, Oct 10

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

2h 00mnonstop

6:15 pm - 9:10 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$211Southwest

Wed, Oct 14 - Wed, Oct 21

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

2h 16mnonstop

7:47 pm - 10:52 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 05mnonstop

$211United Airlines

Wed, Oct 7 - Sat, Oct 10

10:18 pm - 11:32 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 14mnonstop

7:47 pm - 10:52 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 05mnonstop

$211United Airlines

Wed, Oct 7 - Wed, Oct 14

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

2h 22mnonstop

9:40 am - 12:46 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 06mnonstop

$211American Airlines

Wed, Jan 13 - Wed, Jan 20

2:45 pm - 3:55 pmDCA 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

$211Southwest

Useful Info

Low season	February
High season	July
Cheapest flight	$89

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

Most popular time to fly with an average 18% 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

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

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$89 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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