MDW

$216 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 1/21. 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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Everything you should know

Cheapest round-trip
$421
Southwest
Thu 5/7Tue 5/12
HNL - MDW • 1 stop
Cheapest one-way
$216
Delta
Wed 1/21
OGG - MDW • 2 stops
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We hope you love your trip to Midway!
Flight Deals
Useful Info
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, May 7 - Tue, May 12
Southwest Logo
1:00 pm - 11:05 am
HNL
-
MDW
17h 05m1 stop
Southwest Logo
10:20 am - 5:40 pm
MDW
-
HNL
12h 20m1 stop
$421Southwest
Tue, Jan 20 - Wed, Jan 28
Delta Logo
1:55 pm - 9:08 am
HNL
-
MDW
15h 13m2 stops
Delta Logo
6:00 am - 3:10 pm
MDW
-
HNL
13h 10m1 stop
$429Delta
Tue, Jan 20 - Tue, Jan 27
Delta Logo
1:55 pm - 8:52 am
HNL
-
MDW
14h 57m2 stops
Delta Logo
9:32 am - 9:28 pm
MDW
-
HNL
15h 56m2 stops
$434Delta
Thu, May 7 - Tue, May 12
Southwest Logo
11:05 am - 6:00 am
HNL
-
MDW
13h 55m1 stop
Southwest Logo
7:30 am - 9:00 pm
MDW
-
HNL
18h 30m2 stops
$455Southwest
Tue, Jan 20 - Tue, Jan 27
Delta Logo
5:15 pm - 9:08 am
HNL
-
MDW
11h 53m1 stop
Delta Logo
6:00 am - 3:10 pm
MDW
-
HNL
13h 10m1 stop
$483Delta
Thu, May 7 - Tue, May 12
Southwest Logo
11:55 am - 5:00 am
HNL
-
MDW
12h 05m2 stops
Southwest Logo
7:30 am - 9:00 pm
MDW
-
HNL
18h 30m2 stops
$490Southwest
Wed, Jan 14 - Wed, Jan 21
Delta Logo
5:15 pm - 9:08 am
HNL
-
MDW
11h 53m1 stop
Delta Logo
6:00 am - 9:28 pm
MDW
-
HNL
19h 28m2 stops
$512Delta
Wed, Jan 21 - Mon, Apr 27
Delta Logo
5:15 pm - 9:08 am
HNL
-
MDW
11h 53m1 stop
Delta Logo
6:00 am - 2:20 pm
MDW
-
HNL
13h 20m1 stop
$513Delta
Wed, Jan 14 - Wed, Jan 21
Delta Logo
9:35 pm - 5:34 pm
HNL
-
MDW
15h 59m2 stops
Delta Logo
6:00 am - 9:28 pm
MDW
-
HNL
19h 28m2 stops
$517Delta
Wed, Jan 21 - Mon, Apr 27
Delta Logo
5:15 pm - 9:08 am
HNL
-
MDW
11h 53m1 stop
Delta Logo
9:30 am - 7:21 pm
MDW
-
HNL
14h 51m2 stops
$519Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$216
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Kahului 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)