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Cheap flights from Chicago Midway Airport to Maryland from $31

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 Maryland departing on 2/26. 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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Find the cheapest flights from Chicago Midway Airport to Maryland

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Maryland that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Maryland.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Maryland? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Maryland, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Maryland

Find recent round-trip train or bus tickets from Chicago Midway Airport to Maryland.

All round-trip flight deals to Maryland

The cheapest plane tickets to Maryland found on KAYAK recently.
7:45 am - 10:48 amMDW-PHL
2h 03mnonstop
5:15 am - 6:39 amPHL-MDW
2h 24mnonstop
$67Frontier
Find Deal
Tue, Dec 17 - Thu, Dec 19
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
10:59 am - 12:03 pmBWI-MDW
2h 04mnonstop
$67Frontier
Find Deal
Wed, Dec 18 - Thu, Dec 19
10:30 am - 1:15 pmMDW-BWI
1h 45mnonstop
7:00 pm - 8:10 pmBWI-MDW
2h 10mnonstop
$144Southwest
Find Deal
Tue, Jan 7 - Sat, Jan 11
5:30 pm - 8:20 pmMDW-BWI
1h 50mnonstop
10:35 am - 11:45 amBWI-MDW
2h 10mnonstop
$154Southwest
Find Deal
Wed, Dec 18 - Wed, Jan 8
8:45 am - 3:27 pmMDW-BWI
29h 42m2 stops
7:53 pm - 9:05 pmBWI-MDW
2h 12mnonstop
Sun, Jan 19 - Mon, Jan 20
6:31 pm - 7:16 pmMDW-BWI
23h 45m1 stop
9:20 pm - 10:21 amBWI-MDW
14h 01m1 stop
Sun, Jan 5 - Sun, Jan 12
6:00 am - 2:12 pmMDW-PHL
7h 12m1 stop
5:30 am - 9:50 amPHL-MDW
5h 20m1 stop
$196Delta
Find Deal
Sat, Dec 7 - Tue, Dec 17
5:50 pm - 11:42 pmMDW-BWI
4h 52m1 stop
6:00 am - 8:58 amBWI-MDW
3h 58m1 stop
$196Delta
Find Deal
Fri, Dec 13 - Sun, Dec 15
11:25 am - 10:24 pmMDW-IAD
9h 59m1 stop
7:00 am - 4:40 pmIAD-MDW
10h 40m1 stop
$529Porter Airlines
Find Deal
Thu, Dec 12 - Sun, Dec 15
11:25 am - 10:24 pmMDW-IAD
9h 59m1 stop
7:00 am - 4:40 pmIAD-MDW
10h 40m1 stop
$574Porter Airlines
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Thu, Dec 19 - Sun, Dec 22
1:16 pm - 4:11 pmMDW-BWI
1h 55mnonstop
$31Frontier
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Wed, Feb 26
1:16 pm - 4:11 pmMDW-BWI
1h 55mnonstop
$34Frontier
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Wed, Feb 19
5:05 pm - 7:50 pmMDW-BWI
1h 45mnonstop
$69Southwest
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Wed, Jan 8
7:10 am - 10:05 amMDW-BWI
1h 55mnonstop
$75Southwest
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Thu, Feb 20
5:50 pm - 11:19 pmMDW-PHL
4h 29m1 stop
$98Delta
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Sat, Dec 14
6:28 pm - 11:19 pmMDW-BWI
3h 51m1 stop
$98Delta
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Thu, Feb 20
6:22 pm - 8:57 amMDW-IAD
13h 35m1 stop
$107Allegiant Air
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Sun, Feb 23
6:22 pm - 8:57 amMDW-IAD
13h 35m1 stop
$114Allegiant Air
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Thu, Feb 20
6:20 am - 7:43 amMDW-BWI
24h 23m2 stops
Tue, Dec 31
7:34 am - 7:43 amMDW-BWI
23h 09m2 stops
Thu, Jan 2
6:48 pm - 9:49 pmMDW-PHL
2h 01mnonstop
9:00 am - 10:21 amPHL-MDW
2h 21mnonstop
$155Frontier
Find Deal
Tue, Nov 26 - Wed, Nov 27
6:48 pm - 9:49 pmMDW-PHL
2h 01mnonstop
8:00 am - 9:23 amPHL-MDW
2h 23mnonstop
$156Frontier
Find Deal
Tue, Nov 26 - Thu, Nov 28
8:27 pm - 11:25 pmMDW-PHL
1h 58mnonstop
4:21 pm - 5:38 pmPHL-MDW
2h 17mnonstop
$180Frontier
Find Deal
Mon, Nov 25 - Tue, Nov 26
8:27 pm - 11:25 pmMDW-PHL
1h 58mnonstop
8:00 am - 9:23 amPHL-MDW
2h 23mnonstop
$186Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:15 am - 11:05 amMDW-BWI
1h 50mnonstop
8:10 pm - 9:15 pmBWI-MDW
2h 05mnonstop
$275Southwest
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Tue, Nov 26 - Wed, Dec 4
12:10 pm - 5:15 pmMDW-BWI
4h 05m1 stop
8:10 pm - 9:15 pmBWI-MDW
2h 05mnonstop
$280Southwest
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Tue, Nov 26 - Wed, Dec 4
6:49 pm - 12:28 amMDW-BWI
4h 39m1 stop
12:24 pm - 5:02 pmBWI-MDW
5h 38m1 stop
$347Delta
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Tue, Nov 26 - Tue, Dec 3
9:30 am - 4:24 pmMDW-IAD
5h 54m1 stop
1:33 pm - 5:02 pmIAD-MDW
4h 29m1 stop
$512Delta
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Fri, Nov 22 - Tue, Dec 3
9:21 am - 10:52 amMDW-BWI
24h 31m2 stops
9:47 am - 10:20 amBWI-MDW
25h 33m3 stops
Tue, Nov 26 - Thu, Nov 28
9:21 am - 11:13 amMDW-BWI
24h 52m3 stops
9:47 am - 10:20 amBWI-MDW
25h 33m3 stops
Tue, Nov 26 - Thu, Nov 28
7:45 am - 10:48 amMDW-PHL
2h 03mnonstop
5:15 am - 6:39 amPHL-MDW
2h 24mnonstop
$67Frontier
Find Deal
Tue, Dec 17 - Thu, Dec 19
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
10:59 am - 12:03 pmBWI-MDW
2h 04mnonstop
$67Frontier
Find Deal
Wed, Dec 18 - Thu, Dec 19
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
10:59 am - 12:03 pmBWI-MDW
2h 04mnonstop
$68Frontier
Find Deal
Wed, Dec 18 - Thu, Dec 19
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
4:48 pm - 5:52 pmBWI-MDW
2h 04mnonstop
$75Frontier
Find Deal
Wed, Dec 18 - Fri, Jan 10
12:36 pm - 3:42 pmMDW-PHL
2h 06mnonstop
4:50 pm - 6:12 pmPHL-MDW
2h 22mnonstop
$76Frontier
Find Deal
Thu, Dec 12 - Sun, Dec 15
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
10:07 am - 11:11 amBWI-MDW
2h 04mnonstop
$76Frontier
Find Deal
Wed, Dec 18 - Wed, Dec 25
12:36 pm - 3:42 pmMDW-PHL
2h 06mnonstop
5:15 am - 6:39 amPHL-MDW
2h 24mnonstop
$77Frontier
Find Deal
Sun, Dec 15 - Thu, Dec 19
6:48 pm - 9:52 pmMDW-PHL
2h 04mnonstop
12:14 pm - 1:40 pmPHL-MDW
2h 26mnonstop
$78Frontier
Find Deal
Fri, Dec 13 - Mon, Dec 16
10:30 am - 1:15 pmMDW-BWI
1h 45mnonstop
7:00 pm - 8:10 pmBWI-MDW
2h 10mnonstop
$144Southwest
Find Deal
Tue, Jan 7 - Sat, Jan 11
5:30 pm - 8:20 pmMDW-BWI
1h 50mnonstop
10:35 am - 11:45 amBWI-MDW
2h 10mnonstop
$154Southwest
Find Deal
Wed, Dec 18 - Wed, Jan 8

Frontier flights from Chicago Midway Airport to Maryland

Our best Frontier deals on Chicago Midway Airport to Maryland flight tickets
Frontier
Dec 17
MDW7:45 amChicago Midway
2h 03m
PHL10:48 amPhiladelphia
Dec 19
PHL5:15 amPhiladelphia
2h 24m
MDW6:39 amChicago Midway
Frontier
Dec 18
MDW6:25 amChicago Midway
1h 52m
BWI9:17 amBaltimore/Washington
Dec 19
BWI10:59 amBaltimore/Washington
2h 04m
MDW12:03 pmChicago Midway
Frontier
Feb 10
MDW4:08 pmChicago Midway
1h 55m
BWI7:03 pmBaltimore/Washington
Feb 12
BWI5:11 pmBaltimore/Washington
2h 12m
MDW6:23 pmChicago Midway

Delta flights from Chicago Midway Airport to Maryland

Our best Delta deals on Chicago Midway Airport to Maryland flight tickets
Delta
Dec 7
MDW6:00 amChicago Midway
7h 12m
1 stop
PHL2:12 pmPhiladelphia
Dec 17
PHL5:30 amPhiladelphia
5h 20m
1 stop
MDW9:50 amChicago Midway
Delta
Dec 31
MDW5:51 pmChicago Midway
4h 37m
1 stop
BWI11:28 pmBaltimore/Washington
Jan 14
BWI6:00 amBaltimore/Washington
3h 54m
1 stop
MDW8:54 amChicago Midway
Delta
Jan 8
MDW6:28 pmChicago Midway
3h 48m
1 stop
IAD11:16 pmWashington, D.C. Dulles Intl
Feb 1
IAD6:00 amWashington, D.C. Dulles Intl
3h 54m
1 stop
MDW8:54 amChicago Midway

See travel insights to Maryland from

How to get the cheapest flight ticket from Chicago Midway Airport to Maryland

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 Maryland?

The cheapest day to depart from Chicago Midway Airport to Maryland is on a Wednesday. Travelers who choose to depart for Maryland on a Wednesday will often find tickets for as low as $178. The most expensive day to fly to Maryland is Sunday, with ticket prices averaging around $490.

What is the cheapest Chicago Midway to Maryland flight route?

Fly from Chicago Midway to Baltimore/Washington for the best Chicago Midway - Maryland flight prices

What cabin class options are available on Chicago Midway to Maryland flights?

There are 1 cabin classes available to choose from on Chicago Midway to Maryland 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 Maryland flights?

You could potentially save up to 89% on your flight if you consider stops on a Chicago Midway Airport to Maryland flight.

Cheap Chicago Midway Airport to Maryland flight deals and tips

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

Best Price Found

$31

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Maryland

4 airports
The best one-way flight to Maryland from Chicago Midway Airport in the past 72 hours is $31. The best round-trip flight deal from Chicago Midway Airport to Maryland found on momondo in the last 72 hours is $67.
The fastest flight from Chicago Midway Airport to Maryland takes 1h 45m
Direct flights go from Chicago Midway Airport to Maryland every day.
There are 4 airports near Maryland: Washington, D.C. Reagan-National (DCA), Baltimore/Washington (BWI), Philadelphia (PHL), Washington, D.C. Dulles Intl (IAD)

  • When did momondo last update prices for flights from Chicago Midway Airport to Maryland?

    Prices for flights from Chicago Midway Airport to Maryland are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Maryland?

  • How old do you have to be to fly from Chicago Midway Airport to Maryland?

    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 Midway Airport to Maryland.

  • What documentation or ID do you need to fly to Maryland?

    The travel and health documents required for your trip to Maryland 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 Maryland. 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 Midway Airport to Maryland?


Best airlines flying from Chicago Midway Airport to Maryland

Compare and see reviews for airlines that fly from Chicago Midway Airport to Maryland with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $65Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
SouthwestPriceFrom $159Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,755 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Maryland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Maryland for you.

Can I find flights from Chicago to Maryland with flexible booking policies on momondo?

Yes. All flights to Maryland 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 Maryland?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Maryland from Chicago.

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

If you are simply researching potential flights to Maryland, momondo offers a useful price alert feature which will track prices for flights to Maryland from Chicago and alert you when they change.


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