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$246 Find cheap flights from O'ahu 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 7/10. 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 6/15
Sat 6/22

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Good to know

Low season

January

High season

June

Cheapest flight

$246
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 6% increase in price.
Flight from Honolulu to Chicago Midway Airport

FAQs for booking O'ahu to Chicago Midway Airport flights

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

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

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from O'ahu 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 O'ahu 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 O'ahu to Chicago Midway Airport?

Find which airlines fly direct from O'ahu to Midway, which days they fly and book direct flights.

Nonstop departures

O'ahu 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, +10 more

Aeromexico, Air France, +11 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, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Nonstop returns

Chicago Midway to O'ahu

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, +10 more

Aeromexico, Air France, +11 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, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Top airline flying from O'ahu to Midway

 
Need help choosing which airline to fly with from O'ahu to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10673 reviews
8.2Boarding
8.6Crew
7.9Comfort
8.0Entertainment
7.4Food
Airline reviews

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

6.0 GoodGary, May 2024MSP - TPA
Read more about Delta reviews

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

Book cheap flights from O'ahu to Chicago

Recent round-trip flight deals

10/25Fri
2 stopsDelta
15h 25mHNL-MDW
10/29Tue
2 stopsDelta
15h 49mMDW-HNL
$454
10/25Fri
1 stopDelta
12h 25mHNL-MDW
10/29Tue
2 stopsDelta
15h 49mMDW-HNL
$477
8/2Fri
2 stopsDelta
15h 03mHNL-MDW
8/9Fri
1 stopDelta
11h 18mMDW-HNL
$537
10/25Fri
1 stopDelta
12h 25mHNL-MDW
10/29Tue
1 stopDelta
12h 55mMDW-HNL
$552
8/2Fri
1 stopDelta
12h 17mHNL-MDW
8/9Fri
1 stopDelta
11h 18mMDW-HNL
$612
8/2Fri
2 stopsDelta
15h 05mHNL-MDW
8/10Sat
1 stopDelta
11h 18mMDW-HNL
$617
8/8Thu
2 stopsDelta
14h 36mHNL-MDW
8/31Sat
1 stopDelta
11h 18mMDW-HNL
$627
8/22Thu
2 stopsDelta
14h 08mHNL-MDW
8/27Tue
2 stopsDelta
14h 26mMDW-HNL
$632
8/22Thu
2 stopsDelta
14h 08mHNL-MDW
8/27Tue
1 stopDelta
12h 34mMDW-HNL
$657
8/8Thu
2 stopsDelta
14h 36mHNL-MDW
8/31Sat
2 stopsDelta
15h 44mMDW-HNL
$662

Search by stops

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Recent one-way flight deals

7/10Wed
2 stopsDelta
15h 03mHNL-MDW
$246
7/11Thu
2 stopsDelta
15h 03mHNL-MDW
$296
5/31Fri
2 stopsDelta
15h 21mHNL-MDW
$369
6/5Wed
1 stopDelta
13h 01mHNL-MDW
$371
7/9Tue
2 stopsDelta
15h 03mHNL-MDW
$376
6/12Wed
1 stopDelta
12h 28mHNL-MDW
$391
6/10Mon
2 stopsDelta
15h 08mHNL-MDW
$396
5/27Mon
1 stopDelta
11h 19mHNL-MDW
$411
6/5Wed
2 stopsDelta
15h 36mHNL-MDW
$416
5/30Thu
2 stopsDelta
15h 17mHNL-MDW
$436

Search by stops

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Last minute flights from O'ahu to Midway

Last minute flight, train and bus deals

5/17Fri
multi-stopDelta
14h 57mHNL-MDW
5/22Wed
multi-stopDelta
11h 15mMDW-HNL
$1,067
5/17Fri
multi-stopDelta
12h 46mHNL-MDW
5/22Wed
multi-stopDelta
11h 15mMDW-HNL
$1,082
5/17Fri
multi-stopDelta
14h 57mHNL-MDW
5/22Wed
multi-stopDelta
14h 12mMDW-HNL
$1,348

Search by stops

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Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - O'ahu

Cabin classes:

$408
$513
$246
$37