MDW

$240 Find Cheap Flights from Maui 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 11/13. 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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Flight Deals

Cheap Flights from Maui to Midway

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

Fri, Dec 19 - Wed, Dec 31
Southwest Logo
9:35 pm - 1:40 pmOGG-MDW
12h 05m1 stop
Southwest Logo
5:25 am - 1:05 pmMDW-OGG
11h 40m1 stop
$813Southwest
Find Deal
Fri, Dec 19 - Wed, Dec 31
Southwest Logo
12:40 pm - 5:05 amOGG-MDW
12h 25m2 stops
Southwest Logo
5:25 am - 1:05 pmMDW-OGG
11h 40m1 stop
$818Southwest
Find Deal
Fri, Dec 19 - Wed, Dec 31
Southwest Logo
12:40 pm - 5:05 amOGG-MDW
12h 25m2 stops
Southwest Logo
5:15 am - 2:50 pmMDW-OGG
13h 35m2 stops
$826Southwest
Find Deal
Fri, Dec 19 - Tue, Dec 30
Southwest Logo
9:35 pm - 1:40 pmOGG-MDW
12h 05m1 stop
Southwest Logo
5:00 am - 12:25 pmMDW-OGG
11h 25m1 stop
$848Southwest
Find Deal
Fri, Dec 19 - Tue, Dec 30
Southwest Logo
12:40 pm - 5:05 amOGG-MDW
12h 25m2 stops
Southwest Logo
5:00 am - 12:25 pmMDW-OGG
11h 25m1 stop
$853Southwest
Find Deal
Fri, Dec 19 - Tue, Dec 30
Southwest Logo
12:40 pm - 5:05 amOGG-MDW
12h 25m2 stops
Southwest Logo
5:40 am - 2:50 pmMDW-OGG
13h 10m2 stops
$866Southwest
Find Deal
Wed, Nov 26 - Sun, Nov 30
Delta Logo
8:59 pm - 4:39 pmOGG-MDW
15h 40m2 stops
Delta Logo
6:00 am - 3:28 pmMDW-OGG
13h 28m1 stop
$1,078Delta
Find Deal
Tue, Sep 30 - Sat, Oct 4
Delta Logo
12:15 pm - 8:40 amOGG-MDW
15h 25m2 stops
Delta Logo
6:00 am - 6:42 pmMDW-OGG
17h 42m2 stops
$1,245Delta
Find Deal
Sat, Oct 11 - Sat, Oct 18
Delta Logo
11:55 am - 8:55 amOGG-MDW
16h 00m2 stops
Delta Logo
9:20 am - 6:18 pmMDW-OGG
13h 58m2 stops
$1,280Delta
Find Deal
Wed, Nov 26 - Sun, Nov 30
Delta Logo
10:20 pm - 4:39 pmOGG-MDW
14h 19m2 stops
Delta Logo
9:41 am - 7:21 pmMDW-OGG
13h 40m2 stops
$1,765Delta
Find Deal

Everything you should know

Cheapest round-trip
$813
Southwest
Fri 12/19Wed 12/31
OGG - MDW • 1 stop
Cheapest one-way
$240
Southwest
Thu 11/13
OGG - MDW • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$240
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Kahului to Chicago Midway Airport

FAQs for booking Maui to Chicago Midway Airport flights

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

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

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maui 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 Maui 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
Valparaiso
Lansing
Munster
Chesterton
Schererville
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)

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