MDW

$171 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 4/16. 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

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

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Everything you should know

Cheapest round-trip
$342
Southwest
Thu 2/19Wed 2/25
HNL - MDW • 1 stop
Cheapest one-way
$171
Southwest
Thu 4/16
HNL - MDW • 1 stop
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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, Feb 19 - Wed, Feb 25
Southwest Logo
8:05 am - 12:25 am
HNL
-
MDW
12h 20m
1 stop
Southwest Logo
8:25 am - 4:30 pm
MDW
-
HNL
12h 05m
1 stop
$342Southwest
Wed, Feb 25 - Wed, Mar 4
Southwest Logo
9:55 pm - 1:40 pm
HNL
-
MDW
11h 45m
2 stops
Southwest Logo
6:10 am - 3:10 pm
MDW
-
HNL
13h 00m
1 stop
$348Southwest
Thu, May 14 - Mon, May 18
Southwest Logo
8:10 am - 4:35 am
HNL
-
MDW
15h 25m
1 stop
Southwest Logo
9:45 pm - 9:50 am
MDW
-
HNL
17h 05m
1 stop
$413Southwest
Sun, Mar 1 - Wed, Mar 4
Southwest Logo
8:05 am - 12:35 am
HNL
-
MDW
12h 30m
1 stop
Southwest Logo
8:15 am - 9:00 pm
MDW
-
HNL
16h 45m
1 stop
$422Southwest
Mon, Mar 2 - Mon, Mar 9
Southwest Logo
11:55 am - 5:05 am
HNL
-
MDW
13h 10m
2 stops
Southwest Logo
8:50 am - 9:10 pm
MDW
-
HNL
17h 20m
1 stop
$428Southwest
Thu, Feb 26 - Sun, Mar 1
Southwest Logo
9:55 pm - 1:40 pm
HNL
-
MDW
11h 45m
2 stops
Southwest Logo
7:50 am - 9:00 pm
MDW
-
HNL
17h 10m
2 stops
$443Southwest
Wed, Mar 11 - Wed, Mar 18
Southwest Logo
9:05 pm - 6:00 pm
HNL
-
MDW
15h 55m
2 stops
Southwest Logo
11:50 am - 9:00 pm
MDW
-
HNL
14h 10m
2 stops
$451Southwest
Wed, Mar 11 - Thu, Mar 19
Southwest Logo
9:05 pm - 5:30 pm
HNL
-
MDW
15h 25m
1 stop
Southwest Logo
8:50 am - 9:10 pm
MDW
-
HNL
17h 20m
1 stop
$462Southwest
Thu, Feb 12 - Tue, Feb 24
Delta Logo
8:55 pm - 5:37 pm
KOA
-
MDW
16h 42m
2 stops
Delta Logo
9:34 am - 7:39 pm
MDW
-
KOA
14h 05m
2 stops
$570Delta
Wed, Feb 18 - Sun, Feb 22
Delta Logo
10:55 pm - 5:37 pm
KOA
-
MDW
14h 42m
2 stops
Delta Logo
9:34 am - 7:39 pm
MDW
-
KOA
14h 05m
2 stops
$642Delta
Useful Info

Good to know

Low seasonDecember
Cheapest flight$171
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Honolulu 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
Griffith
Saint John

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)