MDW

$63 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 8/20. 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

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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 1 - Sat, Jul 12
Southwest Logo
6:50 pm - 8:35 pmBOS-MDW
2h 45mnonstop
Southwest Logo
7:00 pm - 10:15 pmMDW-BOS
2h 15mnonstop
$123Southwest
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Fri, Aug 15 - Sun, Aug 17
Southwest Logo
8:20 pm - 9:55 pmBOS-MDW
2h 35mnonstop
Southwest Logo
5:55 am - 9:10 amMDW-BOS
2h 15mnonstop
$125Southwest
Find Deal
Mon, Jun 30 - Thu, Jul 10
Frontier Logo
9:40 am - 8:17 pmBOS-MDW
11h 37m1 stop
Frontier Logo
3:58 pm - 12:38 amMDW-BOS
7h 40m1 stop
$200Frontier
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Thu, Jul 24 - Fri, Jul 25
Allegiant Air Logo
11:31 am - 7:13 amBOS-MDW
20h 42m1 stop
Allegiant Air Logo
2:54 pm - 8:15 amMDW-BOS
16h 21m1 stop
$206Allegiant Air
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Thu, Aug 7 - Mon, Aug 11
Allegiant Air Logo
11:31 am - 7:13 amBOS-MDW
20h 42m1 stop
Allegiant Air Logo
2:46 pm - 9:15 amMDW-BOS
17h 29m1 stop
$207Allegiant Air
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Tue, Jul 1 - Tue, Jul 15
Delta Logo
12:49 pm - 6:41 pmPWM-MDW
6h 52m1 stop
Delta Logo
5:05 pm - 12:38 amMDW-PWM
6h 33m1 stop
$248Delta
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Wed, Jul 2 - Wed, Jul 9
Delta Logo
12:49 pm - 6:41 pmPWM-MDW
6h 52m1 stop
Delta Logo
1:09 pm - 12:38 amMDW-PWM
10h 29m2 stops
$253Delta
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Mon, Jun 30 - Thu, Jul 24
Frontier Logo
9:40 am - 8:17 pmBOS-MDW
11h 37m1 stop
Frontier Logo
3:58 pm - 12:38 amMDW-BOS
7h 40m1 stop
$261Frontier
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Thu, Jul 24 - Mon, Jul 28
Logo
11:31 am - 7:13 amBOS-MDW
20h 42m1 stop
Logo
9:12 am - 11:03 pmMDW-BOS
36h 51m3 stops
$285
Find Deal
Thu, Jul 17 - Mon, Jul 21
Logo
11:31 am - 7:13 amBOS-MDW
20h 42m1 stop
Logo
10:31 am - 7:34 pmMDW-BOS
32h 03m2 stops
$296
Find Deal
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$63
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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.

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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