How many flights depart from District of Columbia to Chicago on average per day?

The number of flights available between District of Columbia and Chicago is 71 per day as of August 2026. The most frequent departure time is 5:00PM, with 46% of daily flights leaving at noon.

What airlines fly to Chicago?

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago from District of Columbia according to our data. United Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from District of Columbia to Chicago on average per week?

The number of flights available between District of Columbia and Chicago is 502 per week as of August 2026. The most frequent departure day is Thu, with 20% of weekly flights leaving on this day.

What is the cheapest airline that flies from District of Columbia to Chicago?

Southwest, Delta, and JetBlue are the most popular carriers operating from District of Columbia to Chicago

When did momondo last update prices for flights from District of Columbia to Chicago?

Prices for flights from District of Columbia to Chicago are updated daily.

How many operators does momondo search for flights from District of Columbia to Chicago?

The number of operators available for flights from District of Columbia to Chicago is 5 as of August 2026.

How old do you have to be to fly from District of Columbia to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from District of Columbia to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$89 Cheap Flights from District of Columbia to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from District of Columbia to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:55 pm - 7:20 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

4h 25m1 stop Nashville Intl

11:05 am - 1:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$187Southwest

Sat, Sep 5 - Sun, Sep 6

9:00 pm - 10:05 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

3:20 pm - 10:30 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

6h 10m1 stop Nashville Intl

$187Southwest

Sun, Sep 6 - Fri, Sep 11

7:00 am - 1:36 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

7h 36m1 stop Denver Intl

2:41 pm - 9:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

30h 18m1 stop Denver Intl

$188Frontier

Mon, Aug 31 - Tue, Sep 1

6:20 am - 10:55 amIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

5h 35m1 stop Atlanta Hartsfield-Jackson

6:05 am - 5:14 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

10h 09m1 stop Atlanta Hartsfield-Jackson

$188Frontier

Thu, Aug 27 - Mon, Aug 31

6:30 pm - 11:57 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 27m1 stop Atlanta Hartsfield-Jackson

6:40 am - 12:45 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

5h 05m1 stop Atlanta Hartsfield-Jackson

$197Delta

Sat, Sep 5 - Sun, Sep 6

6:30 pm - 11:57 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

6h 27m1 stop Atlanta Hartsfield-Jackson

6:40 am - 12:45 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

5h 05m1 stop Atlanta Hartsfield-Jackson

$197Delta

Sat, Sep 5 - Sun, Sep 6

9:07 am - 10:30 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

6:00 am - 9:16 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 16mnonstop

$216American Airlines

Thu, Sep 3 - Sun, Sep 6

2:52 pm - 4:15 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

8:57 pm - 11:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 02mnonstop

$216American Airlines

Fri, Oct 30 - Tue, Nov 3

2:00 pm - 3:16 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 16mnonstop

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

1h 59mnonstop

$216United Airlines

Thu, Sep 3 - Sun, Sep 6

2:00 pm - 3:16 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 16mnonstop

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

1h 59mnonstop

$216United Airlines

Thu, Sep 3 - Sun, Sep 6

Cheap last minute flights

Enter your travel dates to find the best prices.

8:33 pm - 8:02 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

12h 29m1 stop Atlanta Hartsfield-Jackson

10:26 am - 5:18 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 52m1 stop Atlanta Hartsfield-Jackson

$268Frontier

Sun, Aug 9 - Thu, Sep 10

8:33 pm - 8:02 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

12h 29m1 stop Atlanta Hartsfield-Jackson

10:26 am - 5:18 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 52m1 stop Atlanta Hartsfield-Jackson

$268Frontier

Sun, Aug 9 - Thu, Sep 10

1:46 pm - 3:10 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 24mnonstop

10:53 am - 1:54 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 01mnonstop

$291American Airlines

Tue, Aug 11 - Sat, Aug 15

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

5h 00m1 stop Charlotte Douglas

6:59 am - 9:56 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 57mnonstop

$301American Airlines

Tue, Aug 11 - Sat, Aug 15

1:15 pm - 2:29 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 14mnonstop

8:42 am - 11:48 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 06mnonstop

$317United Airlines

Sat, Aug 8 - Fri, Sep 11

6:30 pm - 10:36 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

5h 06m1 stop Atlanta Hartsfield-Jackson

4:30 pm - 10:40 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

5h 10m1 stop Atlanta Hartsfield-Jackson

$335Delta

Sat, Aug 8 - Fri, Sep 11

12:33 pm - 4:17 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

4h 44m1 stop Detroit Metropolitan Wayne County

5:10 pm - 11:02 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

4h 52m1 stop Detroit Metropolitan Wayne County

$378Delta

Sat, Aug 8 - Fri, Sep 11

10:30 am - 11:49 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 19mnonstop

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

1h 58mnonstop

$388United Airlines

Sun, Aug 9 - Thu, Sep 10

3:35 pm - 4:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

9:00 pm - 11:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$388Southwest

Sun, Aug 9 - Thu, Sep 10

3:35 pm - 4:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

9:00 pm - 11:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$388Southwest

Sun, Aug 9 - Thu, Sep 10

Cheap direct flights

Enter your travel dates to find the best prices.

9:07 am - 10:30 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

6:00 am - 9:16 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 16mnonstop

$216American Airlines

Thu, Sep 3 - Sun, Sep 6

2:52 pm - 4:15 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

8:57 pm - 11:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 02mnonstop

$216American Airlines

Fri, Oct 30 - Tue, Nov 3

2:00 pm - 3:16 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 16mnonstop

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

1h 59mnonstop

$216United Airlines

Thu, Sep 3 - Sun, Sep 6

2:00 pm - 3:16 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 16mnonstop

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

1h 59mnonstop

$216United Airlines

Thu, Sep 3 - Sun, Sep 6

8:00 am - 9:00 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

8:35 pm - 11:20 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$216Southwest

Fri, Oct 30 - Tue, Nov 3

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

2h 00mnonstop

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

2h 00mnonstop

$216Southwest

Sat, Sep 5 - Sat, Sep 12

9:07 am - 10:30 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 23mnonstop

9:56 am - 12:57 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 01mnonstop

$216American Airlines

Thu, Sep 3 - Sun, Sep 6

11:35 am - 12:54 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 19mnonstop

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

2h 01mnonstop

$216American Airlines

Thu, Sep 3 - Sat, Sep 5

10:27 pm - 11:40 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 13mnonstop

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

2h 06mnonstop

$216United Airlines

Mon, Sep 7 - Fri, Sep 11

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

2h 00mnonstop

9:00 pm - 11:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$216Southwest

Fri, Sep 11 - Mon, Sep 14

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Frontier flights from District of Columbia to Chicago

Our best Frontier deals on District of Columbia to Chicago flight tickets

Frontier

Aug 31

DCA7:00 amWashington, D.C. Reagan-National

7h 36m

1 stop

ORD1:36 pmChicago O'Hare Intl

Sep 1

ORD2:41 pmChicago O'Hare Intl

30h 18m

1 stop

DCA9:59 pmWashington, D.C. Reagan-National

$188

Frontier

Oct 1

IAD12:30 pmWashington, D.C. Dulles Intl

8h 05m

1 stop

ORD7:35 pmChicago O'Hare Intl

Oct 5

ORD7:11 amChicago O'Hare Intl

11h 58m

1 stop

IAD8:09 pmWashington, D.C. Dulles Intl

$189

Frontier

Sep 5

DCA6:00 pmWashington, D.C. Reagan-National

20h 36m

1 stop

ORD1:36 pmChicago O'Hare Intl

Sep 19

ORD6:30 amChicago O'Hare Intl

9h 29m

1 stop

DCA4:59 pmWashington, D.C. Reagan-National

$190

American Airlines flights from District of Columbia to Chicago

Our best American Airlines deals on District of Columbia to Chicago flight tickets

American Airlines

Sep 11

DCA10:17 amWashington, D.C. Reagan-National

2h 24m

ORD11:41 amChicago O'Hare Intl

Sep 14

ORD6:00 amChicago O'Hare Intl

2h 20m

DCA9:20 amWashington, D.C. Reagan-National

$217

American Airlines

Sep 11

DCA7:42 amWashington, D.C. Reagan-National

2h 28m

ORD9:10 amChicago O'Hare Intl

Sep 15

ORD8:55 pmChicago O'Hare Intl

2h 04m

DCA11:59 pmWashington, D.C. Reagan-National

$219

American Airlines

Sep 2

DCA5:00 amWashington, D.C. Reagan-National

5h 00m

1 stop

ORD9:00 amChicago O'Hare Intl

Sep 5

ORD6:59 amChicago O'Hare Intl

1h 57m

DCA9:56 amWashington, D.C. Reagan-National

$226

momondo Fare Finder

Use the filters below to find and compare flights from District of Columbia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Sat 9/5

3:55 pm-7:20 pm

1 stop4h 25m

Chicago Midway

Sun 9/6

11:05 am-1:55 pm

Nonstop1h 50m

$187

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Sun 9/6

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago Midway

Fri 9/11

3:20 pm-10:30 pm

1 stop6h 10m

$187

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Mon 8/31

7:00 am-1:36 pm

1 stop7h 36m

Chicago O'Hare Intl

Tue 9/1

2:41 pm-9:59 pm

1 stop30h 18m

$188

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - MDW Chicago Midway

IADMDW

Washington, D.C. Dulles Intl

Thu 8/27

6:20 am-10:55 am

1 stop5h 35m

Chicago Midway

Mon 8/31

6:05 am-5:14 pm

1 stop10h 09m

$188

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Sat 9/5

6:30 pm-11:57 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 9/6

6:40 am-12:45 pm

1 stop5h 05m

$197

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Sat 9/5

6:30 pm-11:57 pm

1 stop6h 27m

Chicago O'Hare Intl

Sun 9/6

6:40 am-12:45 pm

1 stop5h 05m

$197

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 9/3

9:07 am-10:30 am

Nonstop2h 23m

Chicago O'Hare Intl

Sun 9/6

6:00 am-9:16 am

Nonstop2h 16m

$216

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Fri 10/30

2:52 pm-4:15 pm

Nonstop2h 23m

Chicago O'Hare Intl

Tue 11/3

8:57 pm-11:59 pm

Nonstop2h 02m

$216

Quickest round-trip

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 9/3

2:00 pm-3:16 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sun 9/6

7:00 am-9:59 am

Nonstop1h 59m

$216

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 9/3

2:00 pm-3:16 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sun 9/6

7:00 am-9:59 am

Nonstop1h 59m

$216

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from District of Columbia to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from District of Columbia, with most prices found around $270. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from District of Columbia to Chicago during September average around $275.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $400. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from District of Columbia to Chicago for around $534.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from District of Columbia to Chicago during this time can be as low as $409. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $456.

What is the cheapest District of Columbia to Chicago flight route?

Fly from Washington, D.C. Reagan-National to Chicago Midway for the best District of Columbia - Chicago flight prices

How far in advance should I book a flight from District of Columbia to Chicago?

You are more likely to see cheaper flights to Chicago from District of Columbia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $398 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from District of Columbia for as low as $284 on momondo.

What cabin class options are available on District of Columbia to Chicago flights?

There are 4 cabin classes available to choose from on District of Columbia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on District of Columbia to Chicago flights?

No. A direct flight is the cheapest option for a flight between District of Columbia to Chicago.

Cheap District of Columbia to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from District of Columbia to Chicago

Best Price Found	$177
Fastest flight time	1h 55m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Chicago	3 airports

The best one-way flight to Chicago from District of Columbia in the past 72 hours is $177. The best round-trip flight deal from District of Columbia to Chicago found on momondo in the last 72 hours is $271.

The fastest flight from District of Columbia to Chicago takes 1h 55m

Direct flights go from District of Columbia to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is United Airlines.

There are 3 airports in Chicago. From District of Columbia there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from District of Columbia to Chicago

When did momondo last update prices for flights from District of Columbia to Chicago?
Prices for flights from District of Columbia to Chicago are updated daily.
How many operators does momondo search for flights from District of Columbia to Chicago?
The number of operators available for flights from District of Columbia to Chicago is 5 as of August 2026.
How old do you have to be to fly from District of Columbia to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from District of Columbia to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from District of Columbia to Chicago?
Based on momondo bookings for flights between District of Columbia and Chicago, the leading plane model is Boeing 737 MAX 8, making up 14.41% of the total bookings. Other popular models include Boeing 737-800 with 13.50%, Airbus A320-100/200 with 11.01%, and Airbus A319 with 9.79%.

Best airlines flying from District of Columbia to Chicago

Compare and see reviews for airlines that fly from District of Columbia to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $29	Free Cancellation	Rating 5.6 2,722 reviews	Search Frontier flights
Southwest	PriceFrom $134	Free Cancellation	Rating 8.0 4,216 reviews	Search Southwest flights
Delta	PriceFrom $149	Free Cancellation	Rating 7.8 8,499 reviews	Search Delta flights
United Airlines	PriceFrom $161	Free Cancellation	Rating 7.4 10,081 reviews	Search United Airlines flights
American Airlines	PriceFrom $174	Free Cancellation	Rating 7.1 11,874 reviews	Search American Airlines flights

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from District of Columbia to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from District of Columbia to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from District of Columbia to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from District of Columbia with this policy.

How can momondo help me find flights from District of Columbia to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from District of Columbia to Chicago.

I’m not ready to book a flight from District of Columbia to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for District of Columbia to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from District of Columbia to Chicago from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from District of Columbia to Chicago departing on 9/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Frontier flights from District of Columbia to Chicago

Our best Frontier deals on District of Columbia to Chicago flight tickets

American Airlines flights from District of Columbia to Chicago

Our best American Airlines deals on District of Columbia to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from District of Columbia to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from District of Columbia to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest District of Columbia to Chicago flight route?

How far in advance should I book a flight from District of Columbia to Chicago?

What cabin class options are available on District of Columbia to Chicago flights?

Can stopping save me money on District of Columbia to Chicago flights?

What is the cheapest airline that flies from District of Columbia to Chicago?

What airlines fly to Chicago?

How many flights depart from District of Columbia to Chicago on average per day?

How many flights depart from District of Columbia to Chicago on average per week?

Cheap District of Columbia to Chicago flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from District of Columbia to Chicago

Best airlines flying from District of Columbia to Chicago

Compare and see reviews for airlines that fly from District of Columbia to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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