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.

$90 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

Wed, Oct 21 - 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

$181Frontier

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

$181Frontier

Mon, Nov 23 - Mon, Nov 23

8:10 am - 12:28 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 18m1 stop Cincinnati Cinci./N. Kentucky

2:52 pm - 6:04 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 12mnonstop

$186American Airlines

Tue, Dec 22 - Tue, Dec 22

10:39 am - 12:00 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 21mnonstop

1:30 pm - 6:58 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 28m1 stop Detroit Metropolitan Wayne County

$204American Airlines

Tue, Nov 3 - Sun, Nov 8

6:20 pm - 12:01 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 41m1 stop Newark

6:00 pm - 9:11 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 11mnonstop

$233United Airlines

Sat, Oct 10 - Wed, Oct 14

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

7h 24m1 stop Denver Intl

9:38 am - 7:57 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

9h 19m1 stop Boston Logan Intl

$272Multiple Airlines

Sat, Oct 10 - Tue, Oct 13

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

7h 24m1 stop Denver Intl

8:04 pm - 11:06 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

14h 02m1 stop Boston Logan Intl

$272Multiple Airlines

Fri, Nov 13 - Sun, Nov 15

10:30 am - 11:51 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 21mnonstop

10:39 am - 4:28 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 49m1 stop Newark

$295United Airlines

Thu, Oct 15 - Mon, Oct 19

1:05 pm - 2:05 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

11:10 am - 2:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$297Southwest

Sat, Oct 10 - Sat, Oct 17

3:40 pm - 4:40 pmDCA 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

$297Southwest

Recent last minute flight deals from District of Columbia to Chicago

Fri, Sep 25 - Wed, Oct 28

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

24h 38m1 stop Las Vegas Harry Reid Intl

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

8h 57m1 stop Atlanta Hartsfield-Jackson

$289Frontier

Tue, Sep 29 - Wed, Oct 7

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

24h 38m1 stop Las Vegas Harry Reid Intl

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

11h 58m1 stop Fort Lauderdale

$299Frontier

Fri, Sep 25 - Wed, Oct 28

7:42 am - 9:10 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 28mnonstop

7:48 am - 10:52 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 04mnonstop

$439American Airlines

Fri, Sep 25 - Wed, Oct 28

9:15 pm - 10:15 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

$439Southwest

Fri, Sep 25 - Wed, Oct 28

7:29 am - 10:32 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

4h 03m1 stop Cleveland Hopkins Intl

10:08 am - 1:14 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 06mnonstop

$449American Airlines

Fri, Sep 25 - Wed, Oct 28

3:15 pm - 6:55 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

4h 40m1 stop Kansas City

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

1h 50mnonstop

$449Southwest

Sat, Sep 26 - Tue, Sep 29

12:30 pm - 7:41 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

8h 11m1 stop Dallas/Fort Worth

3:50 pm - 3:03 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

46h 13m2 stops Orlando Knoxville McGhee Tyson

$462Multiple Airlines

Mon, Sep 28 - Tue, Oct 13

8:20 am - 9:38 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 18mnonstop

6:06 pm - 9:11 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 05mnonstop

$489United Airlines

Mon, Sep 28 - Mon, Oct 5

6:00 pm - 12:23 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

7h 23m1 stop Denver Intl

8:24 pm - 5:21 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

19h 57m1 stop Boston Logan Intl

$496Multiple Airlines

Tue, Sep 29 - Tue, Sep 29

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

2h 15mnonstop

10:54 am - 1:59 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 05mnonstop

$498United Airlines

Recent direct flight deals from District of Columbia to Chicago

Thu, Oct 15 - Mon, Oct 19

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

2h 23mnonstop

7:55 am - 10:59 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 04mnonstop

$296American Airlines

Thu, Oct 15 - Mon, Oct 19

1:05 pm - 2:05 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

11:10 am - 2:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$297Southwest

Sat, Oct 24 - Mon, Oct 26

8:20 am - 9:37 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 17mnonstop

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

2h 03mnonstop

$297United Airlines

Mon, Oct 19 - Mon, Oct 26

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

$297United Airlines

Mon, Nov 2 - Wed, Nov 4

3:55 pm - 5:27 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 32mnonstop

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

2h 03mnonstop

$297American Airlines

Thu, Oct 22 - Mon, Oct 26

8:41 am - 10:07 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 26mnonstop

8:58 pm - 11:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 01mnonstop

$297American Airlines

Sat, Oct 10 - Sat, Oct 17

3:40 pm - 4:40 pmDCA 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

$297Southwest

Sat, Oct 17 - Sat, Oct 24

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

2h 16mnonstop

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

2h 06mnonstop

$297United Airlines

Sat, Oct 31 - Mon, Nov 2

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

2h 00mnonstop

2:10 pm - 4:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$297Southwest

Wed, Feb 17 - Wed, Mar 3

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

2h 26mnonstop

10:30 am - 1:36 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 06mnonstop

$297American Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$90

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 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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$90 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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