MDW

$219 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 11/17. 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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Flights 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

Wed, Sep 17 - Wed, Sep 24
Delta Logo
12:35 pm - 8:46 amHNL-MDW
15h 11m2 stops
Delta Logo
9:30 am - 7:50 pmMDW-HNL
15h 20m2 stops
$448Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
Delta Logo
9:38 pm - 6:07 pmHNL-MDW
15h 29m2 stops
Delta Logo
6:00 am - 1:30 pmMDW-HNL
12h 30m1 stop
$488Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
Delta Logo
12:35 pm - 8:46 amHNL-MDW
15h 11m2 stops
Delta Logo
9:30 am - 7:50 pmMDW-HNL
15h 20m2 stops
$494Delta
Find Deal
Wed, Sep 17 - Wed, Sep 24
Delta Logo
12:35 pm - 8:46 amHNL-MDW
15h 11m2 stops
Delta Logo
6:00 am - 1:30 pmMDW-HNL
12h 30m1 stop
$515Delta
Find Deal
Thu, Aug 21 - Tue, Aug 26
Delta Logo
1:15 pm - 8:51 amHNL-MDW
14h 36m2 stops
Delta Logo
9:30 am - 7:05 pmMDW-HNL
14h 35m2 stops
$521Delta
Find Deal
Thu, Oct 2 - Mon, Oct 6
Southwest Logo
9:10 pm - 12:35 pmHNL-MDW
10h 25m1 stop
Southwest Logo
8:00 am - 9:00 pmMDW-HNL
18h 00m1 stop
$529Southwest
Find Deal
Fri, Aug 22 - Tue, Aug 26
Delta Logo
1:15 pm - 8:51 amHNL-MDW
14h 36m2 stops
Delta Logo
6:00 am - 1:15 pmMDW-HNL
12h 15m1 stop
$534Delta
Find Deal
Fri, Aug 22 - Tue, Aug 26
Delta Logo
1:15 pm - 8:51 amHNL-MDW
14h 36m2 stops
Delta Logo
9:30 am - 7:05 pmMDW-HNL
14h 35m2 stops
$540Delta
Find Deal
Mon, Oct 6 - Tue, Oct 14
Delta Logo
12:35 pm - 8:46 amHNL-MDW
15h 11m2 stops
Delta Logo
5:25 pm - 11:15 amMDW-HNL
22h 50m2 stops
$548Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
Southwest Logo
8:05 am - 12:30 amHNL-MDW
11h 25m1 stop
Southwest Logo
8:20 am - 9:00 pmMDW-HNL
17h 40m1 stop
$576Southwest
Find Deal
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$219
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 1% 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.

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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