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HNL - MDW

$216 Find cheap flights from Honolulu 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 from Honolulu to Midway departing on 9/22. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Honolulu to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Honolulu to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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Cheap flight deals from Honolulu to Midway (HNL-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Honolulu 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 and deals for you by selecting your travel dates.
Choose your dates
3:40 pm - 8:45 amHNL-MDW
12h 05m1 stop
9:35 am - 8:17 pmMDW-HNL
14h 42m2 stops
$427Delta
Find Deal
Wed, Oct 30 - Tue, Nov 5
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
9:35 am - 8:24 pmMDW-HNL
15h 49m2 stops
$432Delta
Find Deal
Thu, Sep 19 - Sat, Sep 28
1:20 pm - 8:41 amHNL-MDW
14h 21m2 stops
9:20 am - 8:24 pmMDW-HNL
16h 04m2 stops
$462Delta
Find Deal
Sun, Sep 8 - Tue, Sep 17
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
9:20 am - 8:24 pmMDW-HNL
16h 04m2 stops
$482Delta
Find Deal
Wed, Sep 18 - Thu, Sep 26
3:40 pm - 8:45 amHNL-MDW
12h 05m1 stop
6:00 am - 2:55 pmMDW-HNL
12h 55m1 stop
$502Delta
Find Deal
Wed, Oct 30 - Tue, Nov 5
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
9:20 am - 8:24 pmMDW-HNL
16h 04m2 stops
$512Delta
Find Deal
Sun, Sep 22 - Tue, Oct 1
4:40 pm - 12:42 pmHNL-MDW
15h 02m2 stops
9:18 am - 8:58 pmMDW-HNL
16h 40m2 stops
$522Delta
Find Deal
Wed, Aug 28 - Wed, Sep 4
9:55 pm - 6:05 pmHNL-MDW
15h 10m2 stops
6:50 pm - 11:05 amMDW-HNL
21h 15m2 stops
$545Delta
Find Deal
Mon, Sep 30 - Tue, Oct 8
3:20 pm - 8:45 amHNL-MDW
12h 25m1 stop
9:20 am - 8:24 pmMDW-HNL
16h 04m2 stops
$547Delta
Find Deal
Thu, Sep 12 - Thu, Sep 19
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
9:20 am - 8:24 pmMDW-HNL
16h 04m2 stops
$552Delta
Find Deal
Wed, Sep 11 - Thu, Sep 19

Flights from Honolulu to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Honolulu to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Honolulu to Chicago Midway Airport?

The average price of all flights from Honolulu to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
For Honolulu to Chicago Midway Airport, Saturday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago Midway Airport back to Honolulu, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Good to know

Cheapest flight

$216
Flight from Honolulu to Chicago Midway Airport

When to book flights from Honolulu to Midway

Are your dates flexible? Find out the best times to travel from Honolulu to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Honolulu to Chicago Midway Airport flights

  • What is the cheapest flight from Honolulu to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Honolulu to Chicago Midway Airport was $216 for a one-way ticket and $427 for a round-trip.

  • Do I need a passport to fly between Honolulu and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Honolulu to Chicago Midway Airport?

    When flying out of Honolulu you will be using Honolulu. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

  • Which aircraft models fly most regularly from Honolulu to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Honolulu to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Honolulu and Chicago Midway Airport.

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

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Honolulu 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 Honolulu 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 Honolulu 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 Honolulu with another airline. Booking your flights between Honolulu and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Honolulu 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 Honolulu up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Honolulu to Midway

 
See real verified KAYAK customer reviews for airlines flying from Honolulu to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Honolulu 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 10457 reviews
7.4Food
7.9Comfort
8.6Crew
8.2Boarding
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

Book cheap flights from Honolulu to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Honolulu to Chicago found on KAYAK in the last 72 hours.
9/22Sun
2 stopsDelta
14h 33mHNL-MDW
$216
9/26Thu
1 stopDelta
12h 25mHNL-MDW
$241
9/8Sun
2 stopsDelta
14h 21mHNL-MDW
$246
6/4Tue
2 stopsDelta
15h 12mHNL-MDW
$266
6/4Tue
2 stopsDelta
15h 17mHNL-MDW
$267
9/8Sun
1 stopDelta
11h 01mHNL-MDW
$331
8/26Mon
2 stopsDelta
16h 38mHNL-MDW
$336
6/5Wed
2 stopsDelta
15h 36mHNL-MDW
$337
7/18Thu
3 stopsWestJet
38h 34mHNL-MDW
$643
8/19Mon
3 stopsWestJet
33h 38mHNL-MDW
$731

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Last minute flights from Honolulu to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Honolulu to Chicago that are departing in the next 10 days.
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

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Honolulu - Chicago Midway Airport Flights

Departure:

Honolulu (HNL)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Honolulu

Cabin classes: