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$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 9/13. 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
0 bags
Sat 6/29
Sat 7/6

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In the last 7 days travelers have searched 43,361,115 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$216
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 1% lower on average.
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.

See more FAQs

Prefer to fly non-stop from Hawaii to Chicago Midway Airport?

Find which airlines fly direct from Hawaii to Midway, which days they fly and book direct flights.

Nonstop departures

Hawaii to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

See more direct flights

Nonstop returns

Chicago Midway to Hawaii

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

See more direct flights
See more direct flights

Book cheap flights from Hawaii to Chicago

Recent round-trip flight deals

10/30Wed
1 stopDelta
12h 05mHNL-MDW
11/5Tue
2 stopsDelta
14h 42mMDW-HNL
$427
9/19Thu
2 stopsDelta
14h 33mHNL-MDW
9/28Sat
2 stopsDelta
15h 49mMDW-HNL
$432
9/8Sun
2 stopsDelta
14h 21mHNL-MDW
9/17Tue
2 stopsDelta
16h 04mMDW-HNL
$462
9/18Wed
2 stopsDelta
14h 33mHNL-MDW
9/26Thu
2 stopsDelta
16h 04mMDW-HNL
$482
10/30Wed
1 stopDelta
12h 05mHNL-MDW
11/5Tue
1 stopDelta
12h 55mMDW-HNL
$502
9/22Sun
2 stopsDelta
14h 33mHNL-MDW
10/1Tue
2 stopsDelta
16h 04mMDW-HNL
$512
8/28Wed
2 stopsDelta
15h 02mHNL-MDW
9/4Wed
2 stopsDelta
16h 40mMDW-HNL
$522
9/30Mon
2 stopsDelta
15h 10mHNL-MDW
10/8Tue
2 stopsDelta
21h 15mMDW-HNL
$545
9/12Thu
1 stopDelta
12h 25mHNL-MDW
9/19Thu
2 stopsDelta
16h 04mMDW-HNL
$547
8/29Thu
2 stopsDelta
15h 02mHNL-MDW
9/5Thu
2 stopsDelta
16h 40mMDW-HNL
$552

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Recent one-way flight deals

9/13Fri
2 stopsDelta
15h 25mHNL-MDW
$216
9/26Thu
1 stopDelta
12h 25mHNL-MDW
$241
9/8Sun
2 stopsDelta
14h 21mHNL-MDW
$246
9/16Mon
2 stopsDelta
16h 20mKOA-MDW
$266
6/4Tue
2 stopsDelta
15h 12mHNL-MDW
$266
6/4Tue
2 stopsDelta
15h 17mHNL-MDW
$267
9/13Fri
1 stopDelta
12h 01mHNL-MDW
$328
9/8Sun
1 stopDelta
11h 01mHNL-MDW
$331
7/18Thu
3 stopsWestJet
38h 34mHNL-MDW
$643
8/19Mon
3 stopsWestJet
33h 38mHNL-MDW
$731

Search by stops

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Last minute flights from Hawaii to Midway

Last minute flight, train and bus deals

6/4Tue
multi-stopDelta
15h 12mHNL-MDW
7/1Mon
multi-stopDelta
12h 32mMDW-HNL
$1,227
6/4Tue
multi-stopDelta
15h 12mHNL-MDW
7/1Mon
multi-stopDelta
14h 39mMDW-HNL
$1,232
6/1Sat
multi-stopDelta
15h 12mHNL-MDW
6/8Sat
multi-stopDelta
11h 27mMDW-HNL
$1,250
6/4Tue
multi-stopDelta
15h 12mHNL-MDW
6/14Fri
multi-stopDelta
16h 26mMDW-HNL
$1,256
6/4Tue
multi-stopDelta
11h 19mHNL-MDW
7/1Mon
multi-stopDelta
11h 26mMDW-HNL
$1,322
6/4Tue
multi-stopDelta
11h 19mHNL-MDW
6/14Fri
multi-stopDelta
16h 26mMDW-HNL
$1,351
6/4Tue
multi-stopDelta
11h 19mHNL-MDW
6/13Thu
multi-stopDelta
11h 21mMDW-HNL
$1,392
6/1Sat
multi-stopDelta
15h 12mHNL-MDW
6/8Sat
multi-stopDelta
13h 48mMDW-HNL
$1,535
6/4Tue
multi-stopDelta
11h 19mHNL-MDW
6/15Sat
multi-stopDelta
13h 48mMDW-HNL
$1,540
6/4Tue
multi-stopDelta
13h 01mHNL-MDW
6/12Wed
multi-stopDelta
19h 55mMDW-HNL
$1,597

Search by stops

Search by airline

Search by price