MDW

$227 Find Cheap Flights from Hawaii 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 11/16. 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 Hawaii to Midway

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

Thu, Dec 18 - Tue, Dec 30
Delta Logo
5:10 pm - 9:54 amOGG-MDW
12h 44m1 stop
Delta Logo
6:00 am - 3:24 pmMDW-OGG
13h 24m1 stop
$461Delta
Find Deal
Thu, Dec 4 - Wed, Dec 10
Delta Logo
5:00 pm - 9:54 amHNL-MDW
12h 54m1 stop
Delta Logo
9:59 am - 9:48 pmMDW-HNL
15h 49m2 stops
$542Delta
Find Deal
Wed, Jan 7 - Mon, Jan 12
Multiple Airlines Logo
10:23 am - 11:20 amHNL-MDW
20h 57m1 stop
Multiple Airlines Logo
9:07 pm - 8:51 pmMDW-HNL
27h 44m2 stops
$545Multiple Airlines
Find Deal
Wed, Nov 12 - Tue, Nov 18
Delta Logo
10:55 pm - 6:08 pmLIH-MDW
15h 13m2 stops
Delta Logo
9:34 am - 8:04 pmMDW-LIH
14h 30m2 stops
$548Delta
Find Deal
Thu, Dec 4 - Wed, Dec 10
Delta Logo
11:15 pm - 6:00 pmHNL-MDW
14h 45m2 stops
Delta Logo
9:59 am - 9:48 pmMDW-HNL
15h 49m2 stops
$548Delta
Find Deal
Wed, Jan 7 - Sun, Jan 11
Multiple Airlines Logo
10:23 am - 11:20 amHNL-MDW
20h 57m1 stop
Multiple Airlines Logo
8:26 pm - 2:07 pmMDW-HNL
21h 41m2 stops
$559Multiple Airlines
Find Deal
Sat, Dec 20 - Tue, Dec 30
Delta Logo
5:05 pm - 9:05 amOGG-MDW
12h 00m1 stop
Delta Logo
6:00 am - 3:24 pmMDW-OGG
13h 24m1 stop
$563Delta
Find Deal
Wed, Nov 12 - Tue, Nov 18
Southwest Logo
7:05 pm - 12:40 pmLIH-MDW
13h 35m2 stops
Southwest Logo
5:15 am - 1:15 pmMDW-LIH
12h 00m1 stop
$588Southwest
Find Deal
Thu, Dec 4 - Wed, Dec 10
Southwest Logo
9:00 pm - 12:45 pmHNL-MDW
11h 45m1 stop
Southwest Logo
8:10 am - 3:45 pmMDW-HNL
11h 35m1 stop
$597Southwest
Find Deal
Wed, Nov 12 - Tue, Nov 18
Southwest Logo
9:10 pm - 1:05 pmLIH-MDW
11h 55m1 stop
Southwest Logo
5:15 am - 1:15 pmMDW-LIH
12h 00m1 stop
$628Southwest
Find Deal

Everything you should know

Cheapest round-trip
$461
Delta
Thu 12/18Tue 12/30
OGG - MDW • 1 stop
Cheapest one-way
$227
Delta
Sun 11/16
LIH - MDW • 2 stops
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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 seasonFebruary
Cheapest flight$227
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Lihue to Chicago Midway Airport

FAQs for booking Hawaii to Chicago Midway Airport flights

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

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

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