MDW

$94 Find Cheap Flights from Maryland to Chicago Midway Airport - Compare and Save

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 11/14. 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

Wed, Aug 19 - Tue, Aug 25
Southwest Logo
7:15 am - 3:25 pm
PHL
-
MDW
9h 10m
2 stops
Southwest Logo
12:35 pm - 9:50 pm
MDW
-
PHL
8h 15m
2 stops
$213Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
6:35 pm - 9:55 pm
PHL
-
MDW
4h 20m
1 stop
Southwest Logo
9:20 am - 10:00 pm
MDW
-
PHL
11h 40m
2 stops
$214Southwest
Mon, Aug 3 - Fri, Aug 7
Frontier Logo
1:32 pm - 10:03 pm
PHL
-
MDW
9h 31m
1 stop
Frontier Logo
11:06 am - 7:20 pm
MDW
-
PHL
7h 14m
1 stop
$215Frontier
Thu, Aug 27 - Thu, Aug 27
Southwest Logo
7:10 am - 1:45 pm
PHL
-
MDW
7h 35m
2 stops
Southwest Logo
2:55 pm - 5:55 pm
MDW
-
PHL
2h 00mnonstop
$216Southwest
Thu, Sep 3 - Sat, Sep 5
Frontier Logo
2:45 pm - 10:47 pm
PHL
-
MDW
9h 02m
1 stop
Frontier Logo
11:45 am - 8:28 pm
MDW
-
PHL
7h 43m
1 stop
$217Frontier
Thu, Aug 6 - Thu, Aug 13
Southwest Logo
6:20 am - 3:25 pm
PHL
-
MDW
10h 05m
1 stop
Southwest Logo
9:20 am - 10:00 pm
MDW
-
PHL
11h 40m
2 stops
$219Southwest
Thu, Sep 3 - Sat, Sep 5
Southwest Logo
12:45 pm - 1:45 pm
PHL
-
MDW
2h 00mnonstop
Southwest Logo
11:45 am - 2:40 pm
MDW
-
PHL
1h 55mnonstop
$220Southwest
Sun, Aug 23 - Sun, Aug 30
Frontier Logo
2:45 pm - 10:47 pm
PHL
-
MDW
9h 02m
1 stop
Frontier Logo
6:05 am - 8:28 pm
MDW
-
PHL
13h 23m
1 stop
$221Frontier
Thu, Sep 10 - Tue, Sep 15
Frontier Logo
6:00 am - 12:07 pm
PHL
-
MDW
7h 07m
1 stop
Frontier Logo
7:25 am - 6:15 pm
MDW
-
PHL
9h 50m
1 stop
$222Frontier
Thu, Aug 6 - Mon, Aug 10
Delta Logo
5:47 pm - 10:36 pm
IAD
-
MDW
5h 49m
1 stop
Delta Logo
6:05 am - 11:33 am
MDW
-
IAD
4h 28m
1 stop
$252Delta
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Good to know

Low seasonJanuary
Cheapest flight$94
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Baltimore 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.

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)