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Cheap flights from Chicago to District of Columbia from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to District of Columbia departing on 12/4. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 4:59 pmORD-DCA
9h 59m1 stop
Frontier Logo
2:00 pm - 12:15 amDCA-ORD
11h 15m1 stop
$150Frontier
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Thu, Nov 13 - Mon, Nov 17
Frontier Logo
9:07 pm - 1:04 pmMDW-DCA
14h 57m1 stop
Frontier Logo
8:00 am - 8:05 pmDCA-MDW
13h 05m1 stop
$150Frontier
Find Deal
Mon, Jan 12 - Thu, Jan 15
Frontier Logo
1:37 pm - 11:55 pmMDW-IAD
9h 18m1 stop
Frontier Logo
5:58 pm - 10:11 pmIAD-MDW
5h 13m1 stop
$150Frontier
Find Deal
Sat, Nov 15 - Mon, Nov 17
JetBlue Logo
2:05 pm - 10:47 pmORD-DCA
7h 42m1 stop
JetBlue Logo
6:15 am - 1:10 pmDCA-ORD
7h 55m1 stop
$155JetBlue
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Thu, Feb 5 - Mon, Feb 9
JetBlue Logo
6:45 am - 2:36 pmORD-DCA
6h 51m1 stop
JetBlue Logo
4:55 pm - 8:52 pmDCA-ORD
4h 57m1 stop
$161JetBlue
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Fri, Nov 14 - Sat, Nov 15
American Airlines Logo
1:35 pm - 7:36 pmORD-DCA
5h 01m1 stop
American Airlines Logo
9:13 pm - 10:34 pmDCA-ORD
2h 21mnonstop
$212American Airlines
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Sun, Feb 8 - Sun, Feb 8
Southwest Logo
10:30 am - 1:20 pmMDW-DCA
1h 50mnonstop
Southwest Logo
9:00 pm - 10:15 pmDCA-MDW
2h 15mnonstop
$237Southwest
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Sat, Jan 17 - Sun, Jan 18
American Airlines Logo
9:07 pm - 12:01 amORD-DCA
1h 54mnonstop
American Airlines Logo
1:44 pm - 3:18 pmDCA-ORD
2h 34mnonstop
$237American Airlines
Find Deal
Wed, Nov 26 - Tue, Dec 2
United Airlines Logo
3:35 pm - 9:52 pmORD-DCA
5h 17m1 stop
United Airlines Logo
5:00 pm - 6:19 pmDCA-ORD
2h 19mnonstop
$247United Airlines
Find Deal
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
6:05 pm - 8:55 pmMDW-DCA
1h 50mnonstop
Southwest Logo
7:50 am - 3:05 pmDCA-MDW
8h 15m1 stop
$247Southwest
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Mon, Nov 24 - Thu, Nov 27

Frontier flights from Chicago to District of Columbia

Our best Frontier deals on Chicago to District of Columbia flight tickets
Frontier
Nov 15
MDW1:37 pmChicago Midway
9h 18m
1 stop
IAD11:55 pmWashington, D.C. Dulles Intl
Nov 17
IAD5:58 pmWashington, D.C. Dulles Intl
5h 13m
1 stop
MDW10:11 pmChicago Midway
$150
Find similar
Frontier
Jan 12
ORD7:51 pmChicago O'Hare Intl
16h 13m
1 stop
DCA1:04 pmWashington, D.C. Reagan-National
Jan 14
DCA2:00 pmWashington, D.C. Reagan-National
29h 50m
1 stop
ORD6:50 pmChicago O'Hare Intl
$152
Find similar
Frontier
Nov 15
MDW11:36 amChicago Midway
7h 15m
1 stop
IAD7:51 pmWashington, D.C. Dulles Intl
Nov 17
IAD5:58 pmWashington, D.C. Dulles Intl
5h 13m
1 stop
MDW10:11 pmChicago Midway
$153
Find similar

Delta flights from Chicago to District of Columbia

Our best Delta deals on Chicago to District of Columbia flight tickets
Delta
Dec 25
MDW6:08 pmChicago Midway
3h 42m
1 stop
DCA10:50 pmWashington, D.C. Reagan-National
Dec 31
DCA6:00 amWashington, D.C. Reagan-National
3h 49m
1 stop
MDW8:49 amChicago Midway
$257
Find similar
Delta
Nov 27
MDW10:47 amChicago Midway
6h 39m
1 stop
IAD6:26 pmWashington, D.C. Dulles Intl
Dec 3
IAD6:00 amWashington, D.C. Dulles Intl
6h 55m
1 stop
MDW11:55 amChicago Midway
$273
Find similar
Delta
Nov 17
ORD7:00 amChicago O'Hare Intl
11h 08m
1 stop
IAD7:08 pmWashington, D.C. Dulles Intl
Nov 19
IAD7:49 pmWashington, D.C. Dulles Intl
15h 06m
1 stop
ORD9:55 amChicago O'Hare Intl
$289
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to District of Columbia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Chicago to District of Columbia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 11/13

6:00 am-4:59 pm

1 stop9h 59m

Washington, D.C. Reagan-National

Mon 11/17

2:00 pm-12:15 am

1 stop11h 15m

$150

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 1/12

9:07 pm-1:04 pm

1 stop14h 57m

Washington, D.C. Reagan-National

Thu 1/15

8:00 am-8:05 pm

1 stop13h 05m

$150

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 11/15

1:37 pm-11:55 pm

1 stop9h 18m

Washington, D.C. Dulles Intl

Mon 11/17

5:58 pm-10:11 pm

1 stop5h 13m

$150

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Thu 2/5

2:05 pm-10:47 pm

1 stop7h 42m

Washington, D.C. Reagan-National

Mon 2/9

6:15 am-1:10 pm

1 stop7h 55m

$155

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Fri 11/14

6:45 am-2:36 pm

1 stop6h 51m

Washington, D.C. Reagan-National

Sat 11/15

4:55 pm-8:52 pm

1 stop4h 57m

$161

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Sun 2/8

1:35 pm-7:36 pm

1 stop5h 01m

Washington, D.C. Reagan-National

Sun 2/8

9:13 pm-10:34 pm

Nonstop2h 21m

$212

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 1/17

10:30 am-1:20 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Sun 1/18

9:00 pm-10:15 pm

Nonstop2h 15m

$237

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Wed 11/26

9:07 pm-12:01 am

Nonstop1h 54m

Washington, D.C. Reagan-National

Tue 12/2

1:44 pm-3:18 pm

Nonstop2h 34m

$237

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Sat 1/17

3:35 pm-9:52 pm

1 stop5h 17m

Washington, D.C. Reagan-National

Sun 1/18

5:00 pm-6:19 pm

Nonstop2h 19m

$247

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Mon 11/24

6:05 pm-8:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Thu 11/27

7:50 am-3:05 pm

1 stop8h 15m

$247

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to District of Columbia from

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

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

What is the cheapest month to fly to District of Columbia?

In general, August is the cheapest month to fly from Chicago to District of Columbia. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $164. If you don’t want to visit District of Columbia in August, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $184.

What is the cheapest day to depart on your flight to District of Columbia?

The cheapest day to depart on your flight to District of Columbia is on a Friday when prices can be found for as low as $325. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $498.

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

Flying to District of Columbia from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $321 when looking at flights departing in the morning. Flights to District of Columbia are more costly at noon, with an average ticket price of $725. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

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

Fly from Chicago Midway to Baltimore/Washington for the best Chicago - District of Columbia flight prices

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

You are more likely to see cheaper flights to District of Columbia from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to District of Columbia for around $304 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to District of Columbia from Chicago for as low as $241 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to District of Columbia 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 Chicago to District of Columbia flights?

You could potentially save up to 4% on your flight if you consider stops on a Chicago to District of Columbia flight.

Cheap Chicago to District of Columbia flight deals and tips

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

Best Price Found

$158

Fastest flight time

1h 45m

Direct flights

Every day

Airports in District of Columbia

2 airports
The best one-way flight to District of Columbia from Chicago in the past 72 hours is $158. The best round-trip flight deal from Chicago to District of Columbia found on momondo in the last 72 hours is $262.
The fastest flight from Chicago to District of Columbia takes 1h 45m
Direct flights go from Chicago to District of Columbia every day.
There are 2 airports near District of Columbia: Washington, D.C. Reagan-National (DCA), Washington, D.C. Dulles Intl (IAD)
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  • When did momondo last update prices for flights from Chicago to District of Columbia?

    Prices for flights from Chicago to District of Columbia were last updated today.

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

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

    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 Chicago to District of Columbia.

  • What documentation or ID do you need to fly to District of Columbia?

    The travel and health documents required for your trip to District of Columbia can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at District of Columbia. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to District of Columbia?

Best airlines flying from Chicago to District of Columbia

Compare and see reviews for airlines that fly from Chicago to District of Columbia with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $45Free CancellationRating
6.3
8,114 reviews
Search Spirit Airlines flights
FrontierPriceFrom $63Free CancellationRating
5.8
3,117 reviews
Search Frontier flights
SouthwestPriceFrom $143Free CancellationRating
8.0
4,238 reviews
Search Southwest flights
United AirlinesPriceFrom $143Free CancellationRating
7.4
8,997 reviews
Search United Airlines flights
American AirlinesPriceFrom $147Free CancellationRating
7.2
11,036 reviews
Search American Airlines flights
DeltaPriceFrom $166Free CancellationRating
7.9
8,001 reviews
Search Delta flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to District of Columbia from Chicago.

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

Yes. All flights to District of Columbia from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to District of Columbia flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Chicago to District of Columbia 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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