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Cheap flights from Chicago Midway Airport to District of Columbia from $72

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 9/8. 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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Find the cheapest flights from Chicago Midway Airport to District of Columbia

Cheap round-trip flights

Frontier Logo
6:20 am - 12:55 pmMDW-IAD
5h 35m1 stop
Frontier Logo
1:55 pm - 11:20 pmIAD-MDW
10h 25m1 stop
$143Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Frontier Logo
6:20 am - 12:55 pmMDW-IAD
5h 35m1 stop
Frontier Logo
1:55 pm - 11:20 pmIAD-MDW
10h 25m1 stop
$144Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Frontier Logo
5:15 pm - 12:15 amMDW-IAD
6h 00m1 stop
Frontier Logo
10:09 pm - 12:44 pmIAD-MDW
15h 35m1 stop
$148Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Southwest Logo
10:05 am - 12:55 pmMDW-DCA
1h 50mnonstop
Southwest Logo
3:15 pm - 4:25 pmDCA-MDW
2h 10mnonstop
$189Southwest
Find Deal
Wed, Sep 17 - Wed, Sep 17
Southwest Logo
5:45 am - 11:10 amMDW-DCA
4h 25m1 stop
Southwest Logo
6:50 pm - 7:50 pmDCA-MDW
2h 00mnonstop
$199Southwest
Find Deal
Tue, Oct 7 - Tue, Oct 7
Southwest Logo
8:15 pm - 11:10 pmMDW-DCA
1h 55mnonstop
Southwest Logo
9:00 pm - 10:00 pmDCA-MDW
2h 00mnonstop
$203Southwest
Find Deal
Wed, Sep 10 - Thu, Sep 11
Delta Logo
1:08 pm - 6:59 pmMDW-DCA
4h 51m1 stop
Delta Logo
6:19 am - 8:40 amDCA-MDW
3h 21m1 stop
$209Delta
Find Deal
Wed, Oct 8 - Wed, Oct 15
Delta Logo
6:17 pm - 11:25 pmMDW-IAD
4h 08m1 stop
Delta Logo
6:00 am - 8:35 amIAD-MDW
3h 35m1 stop
$209Delta
Find Deal
Tue, Sep 9 - Wed, Sep 10
Southwest Logo
10:05 am - 12:55 pmMDW-DCA
1h 50mnonstop
Southwest Logo
2:40 pm - 8:05 pmDCA-MDW
6h 25m1 stop
$213Southwest
Find Deal
Wed, Sep 10 - Thu, Sep 11
Delta Logo
6:17 pm - 10:59 pmMDW-DCA
3h 42m1 stop
Delta Logo
6:59 am - 11:48 amDCA-MDW
5h 49m1 stop
$233Delta
Find Deal
Sat, Aug 30 - Tue, Sep 16

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
Aug 28
MDW6:15 amChicago Midway
9h 15m
1 stop
IAD4:30 pmWashington, D.C. Dulles Intl
Sep 5
IAD6:10 amWashington, D.C. Dulles Intl
10h 50m
1 stop
MDW4:00 pmChicago Midway
$143
Find similar
Frontier
Sep 4
MDW6:20 amChicago Midway
5h 35m
1 stop
IAD12:55 pmWashington, D.C. Dulles Intl
Sep 7
IAD1:55 pmWashington, D.C. Dulles Intl
10h 25m
1 stop
MDW11:20 pmChicago Midway
$144
Find similar
Frontier
Sep 19
MDW5:15 pmChicago Midway
6h 00m
1 stop
IAD12:15 amWashington, D.C. Dulles Intl
Sep 21
IAD10:09 pmWashington, D.C. Dulles Intl
15h 35m
1 stop
MDW12:44 pmChicago Midway
$148
Find similar

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
Sep 9
MDW6:17 pmChicago Midway
4h 08m
1 stop
IAD11:25 pmWashington, D.C. Dulles Intl
Sep 10
IAD6:00 amWashington, D.C. Dulles Intl
3h 35m
1 stop
MDW8:35 amChicago Midway
$209
Find similar
Delta
Aug 30
MDW6:17 pmChicago Midway
3h 42m
1 stop
DCA10:59 pmWashington, D.C. Reagan-National
Sep 16
DCA6:59 amWashington, D.C. Reagan-National
5h 49m
1 stop
MDW11:48 amChicago Midway
$233
Find similar
Delta
Sep 12
MDW6:15 pmChicago Midway
3h 42m
1 stop
DCA10:57 pmWashington, D.C. Reagan-National
Sep 16
DCA7:59 amWashington, D.C. Reagan-National
4h 49m
1 stop
MDW11:48 amChicago Midway
$240
Find similar

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 August 14, 2025.
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

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 9/4

6:20 am-12:55 pm

1 stop5h 35m

Washington, D.C. Dulles Intl

Sun 9/7

1:55 pm-11:20 pm

1 stop10h 25m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 9/4

6:20 am-12:55 pm

1 stop5h 35m

Washington, D.C. Dulles Intl

Sun 9/7

1:55 pm-11:20 pm

1 stop10h 25m

$144

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 9/19

5:15 pm-12:15 am

1 stop6h 00m

Washington, D.C. Dulles Intl

Sun 9/21

10:09 pm-12:44 pm

1 stop15h 35m

$148

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 9/17

10:05 am-12:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Wed 9/17

3:15 pm-4:25 pm

Nonstop2h 10m

$189

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 10/7

5:45 am-11:10 am

1 stop4h 25m

Washington, D.C. Reagan-National

Tue 10/7

6:50 pm-7:50 pm

Nonstop2h 00m

$199

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 9/10

8:15 pm-11:10 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Thu 9/11

9:00 pm-10:00 pm

Nonstop2h 00m

$203

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 10/8

1:08 pm-6:59 pm

1 stop4h 51m

Washington, D.C. Reagan-National

Wed 10/15

6:19 am-8:40 am

1 stop3h 21m

$209

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 9/9

6:17 pm-11:25 pm

1 stop4h 08m

Washington, D.C. Dulles Intl

Wed 9/10

6:00 am-8:35 am

1 stop3h 35m

$209

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 9/10

10:05 am-12:55 pm

Nonstop1h 50m

Washington, D.C. Reagan-National

Thu 9/11

2:40 pm-8:05 pm

1 stop6h 25m

$213

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 8/30

6:17 pm-10:59 pm

1 stop3h 42m

Washington, D.C. Reagan-National

Tue 9/16

6:59 am-11:48 am

1 stop5h 49m

$233

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 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 month to fly to District of Columbia?

In general, October is the cheapest month to fly from Chicago Midway Airport to District of Columbia. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $168. If you don’t want to visit District of Columbia in October, then you should wait until January to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $192.

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 $252. 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 $374.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $268 when looking at flights departing in the evening. Flights to District of Columbia are more costly at noon, with an average ticket price of $365. Departure times at noon 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 are 1 cabin classes 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?

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

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

$72

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 $72. The best round-trip flight deal from Chicago Midway Airport to District of Columbia found on momondo in the last 72 hours is $143.
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 near District of Columbia: Washington, D.C. Reagan-National (DCA), Washington, D.C. Dulles Intl (IAD)
Search flight deals

  • 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 $78Free CancellationRating
5.8
3,219 reviews
Search Frontier flights
SouthwestPriceFrom $159Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
DeltaPriceFrom $186Free CancellationRating
8.0
7,980 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. 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.

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