Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to District of Columbia from $104

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 Midway Airport to District of Columbia departing on 4/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to District of Columbia

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
1:31 pm - 4:00 pm
IAD
-
MDW
27h 29m
1 stop
$212Frontier
Wed, Apr 15 - Fri, Apr 17
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
Southwest Logo
10:40 am - 11:45 am
DCA
-
MDW
2h 05mnonstop
$214Southwest
Wed, Apr 22 - Sat, Apr 25
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
12:24 pm - 7:31 pm
IAD
-
MDW
8h 07m
1 stop
$214Frontier
Thu, Apr 16 - Fri, Apr 17
Frontier Logo
2:56 pm - 12:36 am
MDW
-
IAD
8h 40m
1 stop
Frontier Logo
9:41 am - 7:31 pm
IAD
-
MDW
10h 50m
1 stop
$215Frontier
Tue, Apr 7 - Thu, Apr 23
Southwest Logo
11:20 am - 5:45 pm
MDW
-
DCA
5h 25m
1 stop
Southwest Logo
9:35 pm - 10:35 pm
DCA
-
MDW
2h 00mnonstop
$218Southwest
Sat, May 2 - Wed, May 6
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
10:02 am - 7:46 am
IAD
-
MDW
22h 44m
1 stop
$218Frontier
Thu, Apr 30 - Sun, May 3
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
Southwest Logo
12:15 pm - 2:45 pm
DCA
-
MDW
3h 30m
1 stop
$219Southwest
Wed, Apr 22 - Sat, Apr 25
Frontier Logo
12:04 pm - 10:12 am
MDW
-
IAD
21h 08m
1 stop
Frontier Logo
11:07 am - 10:02 pm
IAD
-
MDW
11h 55m
1 stop
$219Frontier
Mon, Jun 1 - Sat, Jun 6
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
Frontier Logo
1:31 pm - 4:00 pm
IAD
-
MDW
27h 29m
1 stop
$220Frontier
Wed, Apr 15 - Fri, Apr 17
Frontier Logo
4:52 pm - 6:32 pm
MDW
-
IAD
24h 40m
1 stop
Frontier Logo
7:27 pm - 3:57 pm
IAD
-
MDW
21h 30m
1 stop
$221Frontier
Fri, May 15 - Sun, May 17

Frontier flights from Chicago Midway Airport to District of Columbia

Our best Frontier deals on Chicago Midway Airport to District of Columbia flight tickets
Frontier
Apr 15
MDW2:15 pmChicago Midway
9h 21m
1 stop
IAD12:36 amWashington, D.C. Dulles Intl
Apr 17
IAD1:31 pmWashington, D.C. Dulles Intl
27h 29m
1 stop
MDW4:00 pmChicago Midway
$212
Frontier
Apr 16
MDW2:15 pmChicago Midway
9h 21m
1 stop
IAD12:36 amWashington, D.C. Dulles Intl
Apr 17
IAD12:24 pmWashington, D.C. Dulles Intl
8h 07m
1 stop
MDW7:31 pmChicago Midway
$214
Frontier
Apr 17
MDW2:15 pmChicago Midway
9h 21m
1 stop
IAD12:36 amWashington, D.C. Dulles Intl
Apr 21
IAD8:20 amWashington, D.C. Dulles Intl
12h 11m
1 stop
MDW7:31 pmChicago Midway
$215

Delta flights from Chicago Midway Airport to District of Columbia

Our best Delta deals on Chicago Midway Airport to District of Columbia flight tickets
Delta
May 23
MDW6:36 pmChicago Midway
3h 20m
1 stop
IAD10:56 pmWashington, D.C. Dulles Intl
May 27
IAD5:33 pmWashington, D.C. Dulles Intl
4h 36m
1 stop
MDW9:09 pmChicago Midway
$228
Delta
Jun 1
MDW6:36 pmChicago Midway
3h 20m
1 stop
IAD10:56 pmWashington, D.C. Dulles Intl
Jun 3
IAD3:08 pmWashington, D.C. Dulles Intl
7h 01m
1 stop
MDW9:09 pmChicago Midway
$248
Delta
May 18
MDW6:36 pmChicago Midway
3h 20m
1 stop
IAD10:56 pmWashington, D.C. Dulles Intl
May 23
IAD6:00 amWashington, D.C. Dulles Intl
8h 19m
1 stop
MDW1:19 pmChicago Midway
$259

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 April 2, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to District of Columbia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 4/15

2:15 pm-12:36 am

1 stop9h 21m

Washington, D.C. Dulles Intl

Fri 4/17

1:31 pm-4:00 pm

1 stop27h 29m

$212
Quickest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 4/22

1:55 pm-6:40 pm

1 stop3h 45m

Washington, D.C. Reagan-National

Sat 4/25

10:40 am-11:45 am

Nonstop2h 05m

$214

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 4/16

2:15 pm-12:36 am

1 stop9h 21m

Washington, D.C. Dulles Intl

Fri 4/17

12:24 pm-7:31 pm

1 stop8h 07m

$214

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 4/7

2:56 pm-12:36 am

1 stop8h 40m

Washington, D.C. Dulles Intl

Thu 4/23

9:41 am-7:31 pm

1 stop10h 50m

$215

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 5/2

11:20 am-5:45 pm

1 stop5h 25m

Washington, D.C. Reagan-National

Wed 5/6

9:35 pm-10:35 pm

Nonstop2h 00m

$218

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 4/30

2:15 pm-12:36 am

1 stop9h 21m

Washington, D.C. Dulles Intl

Sun 5/3

10:02 am-7:46 am

1 stop22h 44m

$218

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 4/22

1:55 pm-6:40 pm

1 stop3h 45m

Washington, D.C. Reagan-National

Sat 4/25

12:15 pm-2:45 pm

1 stop3h 30m

$219

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 6/1

12:04 pm-10:12 am

1 stop21h 08m

Washington, D.C. Dulles Intl

Sat 6/6

11:07 am-10:02 pm

1 stop11h 55m

$219

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 4/15

2:15 pm-12:36 am

1 stop9h 21m

Washington, D.C. Dulles Intl

Fri 4/17

1:31 pm-4:00 pm

1 stop27h 29m

$220

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 5/15

4:52 pm-6:32 pm

1 stop24h 40m

Washington, D.C. Dulles Intl

Sun 5/17

7:27 pm-3:57 pm

1 stop21h 30m

$221

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to District of Columbia from

How to get the cheapest flight ticket from Chicago Midway Airport 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 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 Wednesday when prices can be found for as low as $268. 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 Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $391.

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

Flying to District of Columbia from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $299 when looking at flights departing in the afternoon. Flights to District of Columbia are more costly in the evening, with an average ticket price of $317. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

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

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

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

There is only 1 cabin class available to choose from on Chicago Midway 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 Midway Airport to District of Columbia flights?

You could potentially save up to 19% on your flight if you consider stops on a Chicago Midway Airport to District of Columbia flight.

Cheap Chicago Midway Airport to District of Columbia flight deals and tips

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

Best Price Found

$307

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 Midway Airport in the past 72 hours is $307. The best round-trip flight deal from Chicago Midway Airport to District of Columbia found on momondo in the last 72 hours is $290.
The fastest flight from Chicago Midway Airport to District of Columbia takes 1h 45m
Direct flights go from Chicago Midway Airport to District of Columbia every day.
There are 2 airports in District of Columbia. From Chicago Midway Airport there are direct flights to Washington, D.C. Reagan-National (DCA).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to District of Columbia

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

    Prices for flights from Chicago Midway Airport to District of Columbia refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to District of Columbia.

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

    The required travel and health documents for your District of Columbia trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at District of Columbia. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Chicago Midway Airport to District of Columbia

Compare and see reviews for airlines that fly from Chicago Midway Airport to District of Columbia with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $95Free CancellationRating
5.7
3,003 reviews
Search Frontier flights
SouthwestPriceFrom $159Free CancellationRating
8.0
4,339 reviews
Search Southwest 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. momondo allows you to filter the results for Chicago to District of Columbia flights to just show those with flexible booking policies.

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.

An easier way to manage your District of Columbia 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
Sat 5/2
Sat 5/9
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to District of Columbia

Popular cities in District of Columbia

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $55
Flights to Los Angelesfrom $56
Flights to Orlandofrom $55
Flights to Miamifrom $55
Flights to Chicagofrom $58
Flights to San Franciscofrom $56
Flights to Las Vegasfrom $40
Flights to Washington, D.C.from $56
Flights to Bostonfrom $66
Flights to Atlantafrom $48
Flights to Dallasfrom $57
Flights to Fort Lauderdalefrom $47