MDW

$68 Find Cheap Flights from Maine 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 2/8. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$135
Overall average: $219
Southwest
Mon 2/9Thu 3/5
BOS - MDW • Non-stop
Cheapest one-way
$68
Typical prices: $108-$166
Southwest
Sun 2/8
BOS - MDW • Non-stop
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We hope you love your trip to Midway!
Flight Deals
Useful Info
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

Mon, Feb 9 - Thu, Mar 5
Southwest Logo
5:20 am - 7:10 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
7:00 pm - 10:15 pm
MDW
-
BOS
2h 15mnonstop
$135Southwest
Sat, Feb 28 - Mon, Mar 2
Delta Logo
9:00 am - 12:46 pm
BOS
-
MDW
4h 46m
1 stop
Delta Logo
6:20 pm - 11:26 pm
MDW
-
BOS
4h 06m
1 stop
$139Delta
Mon, Feb 9 - Thu, Feb 12
Frontier Logo
6:00 am - 10:19 pm
BOS
-
MDW
17h 19m
1 stop
Frontier Logo
6:25 am - 1:13 am
MDW
-
BOS
17h 48m
1 stop
$145Frontier
Wed, Feb 11 - Fri, Feb 13
Southwest Logo
5:30 am - 7:20 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
6:05 am - 9:25 am
MDW
-
BOS
2h 20mnonstop
$146Southwest
Sat, Feb 28 - Mon, Mar 2
Southwest Logo
9:00 am - 1:20 pm
BOS
-
MDW
5h 20m
1 stop
Southwest Logo
6:35 pm - 9:50 pm
MDW
-
BOS
2h 15mnonstop
$148Southwest
Wed, Feb 25 - Sun, Mar 1
Multiple Airlines Logo
5:50 pm - 1:56 pm
BOS
-
MDW
21h 06m
1 stop
Multiple Airlines Logo
9:04 pm - 1:13 am
MDW
-
BOS
27h 09m
1 stop
$149Multiple Airlines
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
6:00 am - 4:16 pm
BOS
-
MDW
11h 16m
1 stop
Frontier Logo
2:19 pm - 1:13 am
MDW
-
BOS
9h 54m
1 stop
$150Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
6:00 am - 6:38 pm
BOS
-
MDW
13h 38m
1 stop
Frontier Logo
6:00 am - 1:13 am
MDW
-
BOS
18h 13m
1 stop
$151Frontier
Wed, Feb 25 - Tue, Mar 3
Delta Logo
9:00 am - 12:46 pm
BOS
-
MDW
4h 46m
1 stop
Delta Logo
9:34 am - 3:53 pm
MDW
-
BOS
5h 19m
1 stop
$152Delta
Wed, Feb 11 - Sun, Feb 15
Multiple Airlines Logo
2:23 pm - 11:27 am
BGR
-
MDW
22h 04m
2 stops
Multiple Airlines Logo
7:30 am - 7:14 pm
MDW
-
BGR
10h 44m
1 stop
$336Multiple Airlines
Useful Info

Good to know

Low seasonDecember
Cheapest flight$68
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 3% increase 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
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)