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 383 per week as of March 2026. The most frequent departure day is Sun, with 20% of weekly flights leaving on this day.

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 54 per day as of March 2026. The most frequent departure time is 6:00AM, with 42% 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 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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 March 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.

$74 Cheap Flights from District of Columbia to Chicago in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

7:30 am - 8:47 am

DCA

ORD

2h 17mnonstop

9:00 am - 11:59 am

ORD

DCA

1h 59mnonstop

$186United Airlines

Fri, Apr 10 - Wed, Apr 15

6:00 am - 11:37 am

IAD

ORD

6h 37m

1 stop

4:57 pm - 7:27 am

ORD

IAD

13h 30m

1 stop

$187Frontier

Fri, Apr 17 - Sun, Apr 19

5:55 am - 7:24 am

DCA

ORD

2h 29mnonstop

9:01 pm - 11:57 pm

ORD

DCA

1h 56mnonstop

$188American Airlines

Fri, Apr 10 - Sat, Apr 11

6:00 am - 10:19 am

IAD

ORD

5h 19m

1 stop

6:04 am - 12:05 pm

ORD

IAD

5h 01m

1 stop

$188Delta

Fri, Apr 24 - Mon, Apr 27

5:27 pm - 10:28 pm

IAD

MDW

6h 01m

1 stop

6:38 pm - 11:03 pm

MDW

IAD

3h 25m

1 stop

$188Delta

Fri, Apr 17 - Mon, Apr 20

6:00 am - 7:29 am

DCA

ORD

2h 29mnonstop

9:01 pm - 11:57 pm

ORD

DCA

1h 56mnonstop

$189American Airlines

Sat, Apr 11 - Sat, Apr 18

3:35 pm - 4:45 pm

DCA

MDW

2h 10mnonstop

7:25 pm - 10:15 pm

MDW

DCA

1h 50mnonstop

$191Southwest

Mon, May 4 - Wed, May 6

7:15 am - 5:00 pm

IAD

ORD

10h 45m

1 stop

7:15 pm - 5:34 pm

ORD

IAD

21h 19m

2 stops

$193Multiple Airlines

Wed, Apr 22 - Sun, Apr 26

6:00 am - 11:32 am

IAD

ORD

6h 32m

1 stop

11:28 am - 12:36 am

ORD

IAD

12h 08m

1 stop

$196Multiple Airlines

Fri, Apr 24 - Sun, Apr 26

2:45 pm - 5:50 pm

DCA

MDW

4h 05m

1 stop

7:25 pm - 10:15 pm

MDW

DCA

1h 50mnonstop

$197Southwest

Mon, May 4 - Wed, May 6

Frontier flights from District of Columbia to Chicago

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

Frontier

Apr 17

IAD6:00 amWashington, D.C. Dulles Intl

6h 37m

1 stop

ORD11:37 amChicago O'Hare Intl

Apr 19

ORD4:57 pmChicago O'Hare Intl

13h 30m

1 stop

IAD7:27 amWashington, D.C. Dulles Intl

$187

Frontier

Mar 23

IAD2:39 pmWashington, D.C. Dulles Intl

10h 05m

1 stop

ORD11:44 pmChicago O'Hare Intl

Mar 25

ORD4:51 pmChicago O'Hare Intl

6h 30m

1 stop

IAD12:21 amWashington, D.C. Dulles Intl

$189

Frontier

Mar 17

IAD7:00 amWashington, D.C. Dulles Intl

26h 23m

1 stop

ORD8:23 amChicago O'Hare Intl

Mar 24

ORD7:47 pmChicago O'Hare Intl

27h 34m

1 stop

IAD12:21 amWashington, D.C. Dulles Intl

$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

Apr 10

DCA5:55 amWashington, D.C. Reagan-National

2h 29m

ORD7:24 amChicago O'Hare Intl

Apr 11

ORD9:01 pmChicago O'Hare Intl

1h 56m

DCA11:57 pmWashington, D.C. Reagan-National

$188

American Airlines

Apr 11

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

2h 29m

ORD7:29 amChicago O'Hare Intl

Apr 18

ORD9:01 pmChicago O'Hare Intl

1h 56m

DCA11:57 pmWashington, D.C. Reagan-National

$189

American Airlines

Apr 8

DCA5:55 amWashington, D.C. Reagan-National

2h 29m

ORD7:24 amChicago O'Hare Intl

Apr 9

ORD6:08 amChicago O'Hare Intl

1h 57m

DCA9:05 amWashington, D.C. Reagan-National

$190

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

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 4/10

7:30 am-8:47 am

Nonstop2h 17m

Chicago O'Hare Intl

Wed 4/15

9:00 am-11:59 am

Nonstop1h 59m

$186

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 4/17

6:00 am-11:37 am

1 stop6h 37m

Chicago O'Hare Intl

Sun 4/19

4:57 pm-7:27 am

1 stop13h 30m

$187

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Fri 4/10

5:55 am-7:24 am

Nonstop2h 29m

Chicago O'Hare Intl

Sat 4/11

9:01 pm-11:57 pm

Nonstop1h 56m

$188

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 4/24

6:00 am-10:19 am

1 stop5h 19m

Chicago O'Hare Intl

Mon 4/27

6:04 am-12:05 pm

1 stop5h 01m

$188

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 4/17

5:27 pm-10:28 pm

1 stop6h 01m

Chicago Midway

Mon 4/20

6:38 pm-11:03 pm

1 stop3h 25m

$188

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Sat 4/11

6:00 am-7:29 am

Nonstop2h 29m

Chicago O'Hare Intl

Sat 4/18

9:01 pm-11:57 pm

Nonstop1h 56m

$189

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Mon 5/4

3:35 pm-4:45 pm

Nonstop2h 10m

Chicago Midway

Wed 5/6

7:25 pm-10:15 pm

Nonstop1h 50m

$191

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 4/22

7:15 am-5:00 pm

1 stop10h 45m

Chicago O'Hare Intl

Sun 4/26

7:15 pm-5:34 pm

2 stops21h 19m

$193

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 4/24

6:00 am-11:32 am

1 stop6h 32m

Chicago O'Hare Intl

Sun 4/26

11:28 am-12:36 am

1 stop12h 08m

$196

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Mon 5/4

2:45 pm-5:50 pm

1 stop4h 05m

Chicago Midway

Wed 5/6

7:25 pm-10:15 pm

Nonstop1h 50m

$197

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 September is, on average, the cheapest month to fly to Chicago from District of Columbia, with most prices found around $202. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from District of Columbia to Chicago during August average around $225.

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 Friday when prices can be found for as low as $382. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from District of Columbia to Chicago for around $505.

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 $365. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $421.

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 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 $349 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 $199 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	$170
Fastest flight time	1h 55m
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 $170. The best round-trip flight deal from District of Columbia to Chicago found on momondo in the last 72 hours is $309.

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

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

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 March 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 Airbus A319, making up 13.93% of the total bookings. Other popular models include Boeing 737 MAX 8 with 12.13%, Boeing 737-800 with 12.05%, and Boeing 737-900 with 8.56%.

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 5.7 3,040 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $41	Free Cancellation	Rating 6.3 8,490 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $139	Free Cancellation	Rating 8.0 4,303 reviews	Search Southwest flights
United Airlines	PriceFrom $151	Free Cancellation	Rating 7.4 9,370 reviews	Search United Airlines flights
American Airlines	PriceFrom $158	Free Cancellation	Rating 7.1 11,370 reviews	Search American Airlines flights
Delta	PriceFrom $194	Free Cancellation	Rating 7.9 8,244 reviews	Search Delta flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Tue 3/31

Tue 4/7

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from District of Columbia

Complete your trip

Feeling lucky

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 $74

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 4/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from District of Columbia to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

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 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

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

Best Price Found

Fastest flight time

Direct flights

Airports in 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

Daily price changes in your inbox - only with Price Alerts.

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

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year