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.

$95 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 28 - Thu, Oct 29

5:27 pm - 11:00 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 33m1 stop Charlotte Douglas

3:16 pm - 9:44 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

5h 28m1 stop Columbus

$180American Airlines

Tue, Sep 29 - Wed, Sep 30

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

11h 33m1 stop Atlanta Hartsfield-Jackson

1:21 pm - 6:20 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

15h 59m1 stop Las Vegas Harry Reid Intl

$180Frontier

Tue, Sep 29 - Wed, Sep 30

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

8h 34m1 stop Dallas/Fort Worth

$180Frontier

Fri, Sep 25 - Fri, Oct 2

6:00 am - 10:53 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

5h 53m1 stop Newark

9:00 am - 12:08 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 08mnonstop

$208United Airlines

Tue, Sep 22 - Mon, Sep 28

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

7h 23m1 stop Denver Intl

8:24 pm - 9:42 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

12h 18m1 stop Boston Logan Intl

$277Multiple Airlines

Fri, Oct 30 - Mon, Nov 2

3:35 pm - 8:08 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

5h 33m1 stop Valparaiso Destin-Ft Walton Beach

6:16 am - 5:12 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 56m1 stop Atlanta Hartsfield-Jackson

$277Multiple Airlines

Sat, Nov 7 - Mon, Nov 9

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

2h 21mnonstop

11:05 am - 2:12 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 07mnonstop

$299United Airlines

Sat, Oct 3 - Sat, Oct 10

3:40 pm - 4:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

5:45 am - 8:35 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$299Southwest

Mon, Nov 16 - Sat, Nov 21

8:55 pm - 10:05 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

6:45 pm - 9:35 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$299Southwest

Mon, Oct 5 - Thu, Oct 8

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

2h 22mnonstop

8:40 am - 11:47 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 07mnonstop

$299American Airlines

Recent last minute flight deals from District of Columbia to Chicago

Wed, Sep 9 - Tue, Oct 20

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

11h 33m1 stop Atlanta Hartsfield-Jackson

8:04 am - 8:11 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

11h 07m1 stop Fort Lauderdale

$222Frontier

Wed, Sep 9 - Sat, Sep 12

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

$237Frontier

Fri, Sep 11 - Fri, Sep 18

6:46 pm - 10:59 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

29h 13m2 stops Blountville Tri Cities TN/VA Orlando

8:55 pm - 6:20 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

32h 25m1 stop Las Vegas Harry Reid Intl

$342Multiple Airlines

Thu, Sep 10 - Thu, Sep 24

12:26 pm - 4:37 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

5h 11m1 stop Atlanta Hartsfield-Jackson

6:00 am - 11:45 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

4h 45m1 stop New York John F Kennedy Intl

$362Delta

Wed, Sep 9 - Fri, Sep 11

6:15 am - 7:29 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 14mnonstop

6:25 am - 9:23 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 58mnonstop

$385United Airlines

Thu, Sep 10 - Sat, Sep 12

5:15 pm - 6:37 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 22mnonstop

8:45 am - 11:52 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 07mnonstop

$385United Airlines

Thu, Sep 10 - Sat, Sep 12

7:25 am - 8:20 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

11:15 am - 2:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$385Southwest

Wed, Sep 9 - Sat, Sep 12

6:40 pm - 7:35 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

8:05 am - 11:05 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

2h 00mnonstop

$385Southwest

Tue, Sep 8 - Thu, Sep 10

6:09 pm - 3:20 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

22h 11m1 stop Fort Lauderdale

3:50 pm - 6:06 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

25h 16m2 stops Orlando Blountville Tri Cities TN/VA

$394Multiple Airlines

Thu, Sep 10 - Sat, Sep 12

6:10 am - 9:07 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

3h 57m1 stop Detroit Metropolitan Wayne County

6:05 am - 11:26 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

4h 21m1 stop Atlanta Hartsfield-Jackson

$405Delta

Recent direct flight deals from District of Columbia to Chicago

Mon, Nov 2 - Thu, Nov 12

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

2h 23mnonstop

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

1h 54mnonstop

$299United Airlines

Wed, Feb 17 - Wed, Feb 17

8:35 am - 9:39 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 04mnonstop

6:04 pm - 9:05 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 01mnonstop

$299United Airlines

Mon, Oct 5 - Thu, Oct 8

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

2h 22mnonstop

8:40 am - 11:47 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 07mnonstop

$299American Airlines

Wed, Oct 14 - Sat, Oct 17

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

2h 26mnonstop

1:18 pm - 4:27 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 09mnonstop

$299American Airlines

Tue, Sep 29 - Sat, Oct 3

9:35 am - 10:30 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

8:10 am - 11:00 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$299Southwest

Wed, Feb 17 - Wed, Feb 17

6:10 am - 7:20 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

12:15 pm - 3:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$299Southwest

Wed, Oct 14 - Wed, Oct 21

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

$299United Airlines

Tue, Nov 3 - Thu, Nov 12

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

2h 19mnonstop

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

2h 02mnonstop

$299United Airlines

Thu, Nov 5 - Tue, Nov 10

2:54 pm - 4:18 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 24mnonstop

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

2h 05mnonstop

$299American Airlines

Wed, Sep 23 - Mon, Sep 28

9:35 am - 10:30 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

2:05 pm - 4:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$299Southwest

Useful Info

Low season	February
High season	October
Cheapest flight	$95

Best time to beat the crowds with an average 20% drop in price.

Most popular time to fly and prices are also 15% lower on average.

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

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$95 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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