MDW

$96 Find Cheap Flights from Maine 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 7/1. 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 Maine to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maine 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 Maine to Midway

Tue, Jul 21 - Tue, Jul 21
Southwest Logo
5:35 am - 7:10 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
6:05 pm - 9:25 pm
MDW
-
BOS
2h 20mnonstop
$182Southwest
Thu, Sep 17 - Sat, Sep 19
Southwest Logo
8:20 pm - 10:00 pm
BOS
-
MDW
2h 40mnonstop
Southwest Logo
7:40 am - 11:00 am
MDW
-
BOS
2h 20mnonstop
$183Southwest
Mon, Aug 17 - Sat, Aug 22
Southwest Logo
8:20 pm - 10:00 pm
BOS
-
MDW
2h 40mnonstop
Southwest Logo
11:25 am - 2:45 pm
MDW
-
BOS
2h 20mnonstop
$184Southwest
Tue, Jun 30 - Sat, Jul 4
Southwest Logo
5:35 am - 7:10 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
12:50 pm - 8:25 pm
MDW
-
BOS
6h 35m
2 stops
$185Southwest
Thu, Jul 16 - Mon, Jul 20
Southwest Logo
7:30 am - 9:10 am
BOS
-
MDW
2h 40mnonstop
Southwest Logo
7:35 pm - 10:55 pm
MDW
-
BOS
2h 20mnonstop
$187Southwest
Wed, Aug 12 - Fri, Aug 14
Southwest Logo
7:15 pm - 8:50 pm
BOS
-
MDW
2h 35mnonstop
Southwest Logo
5:45 am - 9:00 am
MDW
-
BOS
2h 15mnonstop
$188Southwest
Sat, Jul 4 - Mon, Jul 6
Southwest Logo
7:35 am - 2:25 pm
BOS
-
MDW
7h 50m
1 stop
Southwest Logo
7:35 pm - 10:55 pm
MDW
-
BOS
2h 20mnonstop
$189Southwest
Thu, Jul 2 - Mon, Jul 6
Southwest Logo
5:25 am - 7:00 am
BOS
-
MDW
2h 35mnonstop
Southwest Logo
7:35 pm - 10:55 pm
MDW
-
BOS
2h 20mnonstop
$190Southwest
Sat, Sep 5 - Wed, Sep 9
Delta Logo
11:50 am - 3:57 pm
PWM
-
MDW
5h 07m
1 stop
Delta Logo
10:35 am - 11:11 pm
MDW
-
PWM
11h 36m
2 stops
$292Delta
Sat, Sep 5 - Wed, Sep 9
Delta Logo
6:10 am - 3:44 pm
PWM
-
MDW
10h 34m
2 stops
Delta Logo
10:35 am - 11:11 pm
MDW
-
PWM
11h 36m
2 stops
$298Delta
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Good to know

Low seasonJanuary
Cheapest flight$96
Best time to beat the crowds with an average 2% drop in price.
Flight from Boston to Chicago Midway Airport

FAQs for booking Maine to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Maine 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 Maine to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maine 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 Maine 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 Maine 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 Maine with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maine 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 Maine 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)