MDW

$96 Find Cheap Flights from Maryland to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 8/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Maryland to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maryland to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Maryland to Midway

Tue, Aug 11 - Thu, Aug 13
Southwest Logo
1:45 pm - 2:50 pm
PHL
-
MDW
2h 05mnonstop
Southwest Logo
9:30 am - 12:25 pm
MDW
-
PHL
1h 55mnonstop
$213Southwest
Tue, Sep 8 - Sat, Sep 12
Southwest Logo
6:00 am - 4:00 pm
PHL
-
MDW
11h 00m
2 stops
Southwest Logo
6:35 am - 1:25 pm
MDW
-
PHL
5h 50m
1 stop
$221Southwest
Tue, Jul 7 - Tue, Aug 11
Delta Logo
6:10 am - 9:08 am
PHL
-
MDW
3h 58m
1 stop
Delta Logo
6:42 pm - 11:26 pm
MDW
-
PHL
3h 44m
1 stop
$223Delta
Wed, Aug 12 - Sat, Aug 15
Southwest Logo
2:45 pm - 8:10 pm
PHL
-
MDW
6h 25m
2 stops
Southwest Logo
8:05 am - 1:30 pm
MDW
-
PHL
4h 25m
1 stop
$226Southwest
Wed, Sep 16 - Sat, Sep 19
Southwest Logo
3:40 pm - 7:30 pm
BWI
-
MDW
4h 50m
1 stop
Southwest Logo
7:40 am - 12:05 pm
MDW
-
BWI
3h 25m
1 stop
$226Southwest
Wed, Sep 16 - Mon, Sep 21
Delta Logo
8:10 am - 11:55 am
PHL
-
MDW
4h 45m
1 stop
Delta Logo
5:10 pm - 12:56 am
MDW
-
PHL
6h 46m
1 stop
$232Delta
Mon, Aug 10 - Thu, Aug 13
Delta Logo
6:10 am - 9:17 am
IAD
-
MDW
4h 07m
1 stop
Delta Logo
6:42 pm - 11:26 pm
MDW
-
IAD
3h 44m
1 stop
$238Delta
Tue, Jun 23 - Sat, Jul 4
Frontier Logo
11:24 am - 10:11 pm
IAD
-
MDW
11h 47m
1 stop
Frontier Logo
11:59 am - 11:17 pm
MDW
-
IAD
10h 18m
1 stop
$240Frontier
Wed, Jul 1 - Tue, Jul 7
Frontier Logo
11:17 am - 10:11 pm
IAD
-
MDW
11h 54m
1 stop
Frontier Logo
12:11 pm - 10:55 pm
MDW
-
IAD
9h 44m
1 stop
$242Frontier
Wed, Jun 24 - Sat, Jun 27
Frontier Logo
11:17 am - 10:11 pm
IAD
-
MDW
11h 54m
1 stop
Frontier Logo
6:00 am - 4:00 pm
MDW
-
IAD
9h 00m
1 stop
$244Frontier
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$96
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Philadelphia to Chicago Midway Airport

FAQs for booking Maryland to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Maryland to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maryland to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maryland to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Maryland to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Maryland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maryland to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Chesterton
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)