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

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

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 553 per week as of November 2026. The most frequent departure day is Sun, with 18% of weekly flights leaving on this day.

What airlines fly to Chicago?

United Airlines, American Airlines and Southwest 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 56% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 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 day?

The number of flights available between District of Columbia and Chicago is 79 per day as of November 2026. The most frequent departure time is 5:00PM, with 51% of daily flights leaving at noon.

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 4 as of November 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.

$117 Cheap Flights from District of Columbia to Chicago in 2026/27

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.

5:30 am - 4:46 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

12h 16m1 stop Atlanta Hartsfield-Jackson

10:46 am - 11:43 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

11h 57m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson

$222Frontier

Mon, Jan 11 - Sat, Jan 16

10:35 pm - 4:06 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

18h 31m1 stop Atlanta Hartsfield-Jackson

5:02 pm - 2:49 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

20h 47m1 stop Atlanta Hartsfield-Jackson

$223Frontier

Sat, Dec 5 - Mon, Dec 7

7:20 am - 4:41 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

10h 21m1 stop Minneapolis St Paul

12:42 pm - 11:31 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 49m1 stop Minneapolis St Paul

$263Delta

Sat, Feb 20 - Tue, Mar 2

7:10 am - 4:53 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

10h 43m1 stop Minneapolis St Paul

12:44 pm - 11:51 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

10h 07m1 stop Minneapolis St Paul

$263Delta

Fri, Jan 8 - Thu, Jan 14

5:06 pm - 6:30 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 24mnonstop

7:00 am - 10:01 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 01mnonstop

$273American Airlines

Wed, Dec 23 - Fri, Dec 25

7:58 pm - 9:24 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 26mnonstop

7:33 pm - 10:35 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 02mnonstop

$277American Airlines

Thu, Dec 3 - Mon, Dec 7

3:30 pm - 4:51 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 21mnonstop

9:00 am - 12:05 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$277United Airlines

Wed, Dec 2 - Mon, Dec 7

2:25 pm - 3:45 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 20mnonstop

10:55 am - 2:02 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 07mnonstop

$277United Airlines

Mon, Dec 7 - Tue, Dec 8

9:35 am - 10:45 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

4:55 pm - 7:45 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$277Southwest

Thu, Feb 18 - Mon, Feb 22

9:25 am - 10:30 amDCA 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

$277Southwest

Sat, Dec 5 - Sat, Dec 12

Cheap last minute flights

Enter your travel dates to find the best prices.

7:48 am - 6:30 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

11h 42m1 stop Atlanta Hartsfield-Jackson

7:55 am - 8:11 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

11h 16m1 stop Fort Lauderdale

$230Frontier

Wed, Nov 11 - Mon, Nov 16

6:07 pm - 3:37 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

22h 30m1 stop Fort Lauderdale

7:55 am - 8:11 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

11h 16m1 stop Fort Lauderdale

$241Frontier

Thu, Nov 12 - Sat, Nov 14

6:36 pm - 8:46 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

15h 10m2 stops Blountville Tri Cities TN/VA Orlando

7:49 am - 3:03 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

6h 14m1 stop Atlanta Hartsfield-Jackson

$349Multiple Airlines

Fri, Nov 13 - Sat, Nov 21

6:07 pm - 3:37 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

22h 30m1 stop Fort Lauderdale

7:17 pm - 8:11 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

23h 54m3 stops Tweed-New Haven Atlanta Hartsfield-Jackson Fort Lauderdale

$409Multiple Airlines

Thu, Nov 12 - Fri, Nov 13

7:58 pm - 9:29 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 31mnonstop

7:49 am - 10:50 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 01mnonstop

$413American Airlines

Tue, Nov 10 - Fri, Dec 11

7:50 am - 9:16 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 26mnonstop

7:33 pm - 10:35 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 02mnonstop

$420American Airlines

Fri, Nov 13 - Fri, Dec 11

1:00 pm - 2:10 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

5:10 pm - 7:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$420Southwest

Tue, Nov 10 - Fri, Dec 11

2:40 pm - 3:45 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

9:05 pm - 11:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$420Southwest

Fri, Nov 13 - Fri, Dec 11

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

2h 19mnonstop

2:30 pm - 5:32 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 02mnonstop

$438United Airlines

Fri, Nov 13 - Fri, Dec 11

3:37 pm - 5:00 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 23mnonstop

2:30 pm - 5:32 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 02mnonstop

$438United Airlines

Tue, Nov 10 - Fri, Dec 11

Cheap direct flights

Enter your travel dates to find the best prices.

5:06 pm - 6:30 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 24mnonstop

7:00 am - 10:01 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 01mnonstop

$273American Airlines

Wed, Dec 23 - Fri, Dec 25

12:55 pm - 2:18 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 23mnonstop

9:25 pm - 12:19 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 54mnonstop

$277United Airlines

Thu, Feb 11 - Mon, Feb 15

9:35 am - 10:45 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

4:55 pm - 7:45 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$277Southwest

Thu, Feb 18 - Mon, Feb 22

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

2h 10mnonstop

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

1h 50mnonstop

$277Southwest

Thu, Jan 7 - Mon, Jan 11

7:58 pm - 9:24 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 26mnonstop

7:33 pm - 10:35 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 02mnonstop

$277American Airlines

Thu, Dec 3 - Mon, Dec 7

9:10 am - 10:35 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 25mnonstop

4:47 pm - 7:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 12mnonstop

$277American Airlines

Fri, Jan 15 - Tue, Jan 19

1:05 pm - 2:29 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 24mnonstop

8:40 am - 11:42 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 02mnonstop

$277United Airlines

Thu, Dec 17 - Sat, Jan 9

1:00 pm - 2:15 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 15mnonstop

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

1h 50mnonstop

$277Southwest

Tue, Dec 1 - Thu, Dec 3

1:00 pm - 2:23 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 23mnonstop

9:35 pm - 12:24 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 49mnonstop

$277United Airlines

Fri, Dec 4 - Mon, Dec 7

3:59 pm - 5:24 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 25mnonstop

5:00 pm - 7:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 59mnonstop

$277American Airlines

Fri, Dec 4 - Fri, Dec 11

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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

Jan 11

IAD5:30 amWashington, D.C. Dulles Intl

12h 16m

1 stop

MDW4:46 pmChicago Midway

Jan 16

MDW10:46 amChicago Midway

11h 57m

2 stops

IAD11:43 pmWashington, D.C. Dulles Intl

$222

Frontier

Dec 5

IAD10:35 pmWashington, D.C. Dulles Intl

18h 31m

1 stop

MDW4:06 pmChicago Midway

Dec 7

MDW5:02 pmChicago Midway

20h 47m

1 stop

IAD2:49 pmWashington, D.C. Dulles Intl

$223

Frontier

Nov 26

IAD6:50 amWashington, D.C. Dulles Intl

7h 54m

1 stop

ORD1:44 pmChicago O'Hare Intl

Dec 1

ORD8:15 amChicago O'Hare Intl

5h 34m

1 stop

IAD2:49 pmWashington, D.C. Dulles Intl

$224

American Airlines flights from District of Columbia to Chicago

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

American Airlines

Dec 24

DCA7:51 amWashington, D.C. Reagan-National

2h 29m

ORD9:20 amChicago O'Hare Intl

Jan 1

ORD9:57 amChicago O'Hare Intl

2h 02m

DCA12:59 pmWashington, D.C. Reagan-National

$275

American Airlines

Dec 3

DCA7:58 pmWashington, D.C. Reagan-National

2h 26m

ORD9:24 pmChicago O'Hare Intl

Dec 7

ORD7:33 pmChicago O'Hare Intl

2h 02m

DCA10:35 pmWashington, D.C. Reagan-National

$278

American Airlines

Dec 3

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

5h 00m

1 stop

ORD9:00 amChicago O'Hare Intl

Dec 7

ORD8:53 amChicago O'Hare Intl

2h 01m

DCA11:54 amWashington, D.C. Reagan-National

$287

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

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

IADMDW

Washington, D.C. Dulles Intl

Mon 1/11

5:30 am-4:46 pm

1 stop12h 16m

Chicago Midway

Sat 1/16

10:46 am-11:43 pm

2 stops11h 57m

$222

Washington, D.C.Chicago

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

IADMDW

Washington, D.C. Dulles Intl

Sat 12/5

10:35 pm-4:06 pm

1 stop18h 31m

Chicago Midway

Mon 12/7

5:02 pm-2:49 pm

1 stop20h 47m

$223

Washington, D.C.Chicago

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

IADMDW

Washington, D.C. Dulles Intl

Sat 2/20

7:20 am-4:41 pm

1 stop10h 21m

Chicago Midway

Tue 3/2

12:42 pm-11:31 pm

1 stop9h 49m

$263

Washington, D.C.Chicago

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

IADMDW

Washington, D.C. Dulles Intl

Fri 1/8

7:10 am-4:53 pm

1 stop10h 43m

Chicago Midway

Thu 1/14

12:44 pm-11:51 pm

1 stop10h 07m

$263

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Wed 12/23

5:06 pm-6:30 pm

Nonstop2h 24m

Chicago O'Hare Intl

Fri 12/25

7:00 am-10:01 am

Nonstop2h 01m

$273

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Thu 12/3

7:58 pm-9:24 pm

Nonstop2h 26m

Chicago O'Hare Intl

Mon 12/7

7:33 pm-10:35 pm

Nonstop2h 02m

$277

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Wed 12/2

3:30 pm-4:51 pm

Nonstop2h 21m

Chicago O'Hare Intl

Mon 12/7

9:00 am-12:05 pm

Nonstop2h 05m

$277

Washington, D.C.Chicago

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

DCAORD

Washington, D.C. Reagan-National

Mon 12/7

2:25 pm-3:45 pm

Nonstop2h 20m

Chicago O'Hare Intl

Tue 12/8

10:55 am-2:02 pm

Nonstop2h 07m

$277

Washington, D.C.Chicago

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

DCAMDW

Washington, D.C. Reagan-National

Thu 2/18

9:35 am-10:45 am

Nonstop2h 10m

Chicago Midway

Mon 2/22

4:55 pm-7:45 pm

Nonstop1h 50m

$277

Quickest round-trip

Washington, D.C.Chicago

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

DCAMDW

Washington, D.C. Reagan-National

Sat 12/5

9:25 am-10:30 am

Nonstop2h 05m

Chicago Midway

Sat 12/12

3:30 pm-6:15 pm

Nonstop1h 45m

$277

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 January is, on average, the cheapest month to fly to Chicago from District of Columbia, with most prices found around $300. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from District of Columbia to Chicago during February average around $303.

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 $422. 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 $535.

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 $439. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $474.

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

Fly from Baltimore/Washington to Chicago O'Hare Intl 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 $419 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 $296 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?

You could potentially save up to 5% on your flight if you consider stops on a District of Columbia to Chicago flight.

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	$117
Fastest flight time	1h 57m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from District of Columbia in the past 72 hours is $117. The best round-trip flight deal from District of Columbia to Chicago found on momondo in the last 72 hours is $222.

The fastest flight from District of Columbia to Chicago takes 1h 57m

Direct flights go from District of Columbia to Chicago every day.

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 4 as of November 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 13.97% of the total bookings. Other popular models include Airbus A319 with 11.58%, Boeing 737-800 with 11.37%, and Airbus A321neo with 10.70%.

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 $58	Free Cancellation	Rating 5.5 2,506 reviews	Search Frontier flights
United Airlines	PriceFrom $179	Free Cancellation	Rating 7.3 10,477 reviews	Search United Airlines flights
Southwest	PriceFrom $196	Free Cancellation	Rating 8.0 4,218 reviews	Search Southwest flights
American Airlines	PriceFrom $197	Free Cancellation	Rating 7.0 12,226 reviews	Search American Airlines flights

Merrillville

New Buffalo

Hammond

Portage

Lansing

Benton Harbor

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

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Chicago Greater Rockford Airport

Cheap flights from District of Columbia to Chicago from $117

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 12/17. 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

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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

Fly to other destinations from District of Columbia

According to popular flight searches on momondo this year

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