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MDW - HNL

$241 Find cheap flights from Chicago Midway Airport to Honolulu

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Honolulu departing on 8/20. 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
Thu 6/27
Thu 7/4

Search hundreds of travel sites at once for deals on flights to Honolulu

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Honolulu, 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 Chicago to Honolulu, as well as popular online travel agencies
In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

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

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Honolulu 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
9:33 am - 4:01 pmMDW-HNL
11h 28m1 stop
3:15 pm - 9:38 amHNL-MDW
13h 23m1 stop
$422Delta
Find Deal
Fri, Aug 30 - Tue, Sep 3
9:24 am - 8:58 pmMDW-HNL
16h 34m2 stops
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
$432Delta
Find Deal
Sat, Sep 7 - Sun, Sep 22
9:33 am - 4:01 pmMDW-HNL
11h 28m1 stop
9:00 pm - 6:38 pmHNL-MDW
16h 38m2 stops
$457Delta
Find Deal
Fri, Aug 30 - Tue, Sep 3
9:24 am - 4:01 pmMDW-HNL
11h 37m1 stop
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
$473Delta
Find Deal
Sun, Sep 1 - Wed, Oct 2
9:24 am - 7:05 pmMDW-HNL
14h 41m2 stops
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
$478Delta
Find Deal
Sun, Sep 1 - Wed, Oct 2
9:35 am - 8:17 pmMDW-HNL
14h 42m2 stops
4:40 pm - 8:45 amHNL-MDW
12h 05m1 stop
$503Delta
Find Deal
Wed, Nov 13 - Tue, Nov 19
9:18 am - 8:58 pmMDW-HNL
16h 40m2 stops
1:08 pm - 8:41 amHNL-MDW
14h 33m2 stops
$512Delta
Find Deal
Fri, Sep 6 - Wed, Sep 11
9:35 am - 8:24 pmMDW-HNL
15h 49m2 stops
5:30 pm - 12:31 pmHNL-MDW
14h 01m2 stops
$524Delta
Find Deal
Wed, Sep 11 - Tue, Sep 17
9:18 am - 8:58 pmMDW-HNL
16h 40m2 stops
3:20 pm - 8:45 amHNL-MDW
12h 25m1 stop
$537Delta
Find Deal
Fri, Sep 6 - Wed, Sep 11
7:19 pm - 9:58 pmMDW-HNL
31h 39m3 stops
11:05 pm - 6:31 pmHNL-MDW
38h 26m3 stops
$1,879
Find Deal
Tue, Jun 25 - Tue, Jul 2

Flights from Midway to Honolulu - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Honolulu 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 Chicago Midway Airport to Honolulu?

The average price of all flights from Chicago Midway Airport to Honolulu clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Honolulu on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Chicago Midway Airport to Honolulu. For your return ticket, we recommend flying on a Saturday and avoiding Wednesdays for the best deals.

What is the cheapest month to fly from Chicago Midway Airport to Honolulu?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Honolulu, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Honolulu is January, where tickets cost $605 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $990 and $952 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Honolulu?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Honolulu, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Honolulu, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 62 days before departure.

Good to know

Low season

April

High season

July

Cheapest flight

$241
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 51% increase in price.
Flight from Chicago Midway Airport to Honolulu

When to book flights from Midway to Honolulu

Are your dates flexible? Find out the best times to travel from Midway to Honolulu 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 Chicago Midway Airport to Honolulu flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Honolulu was $241 for a one-way ticket and $422 for a round-trip.

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

    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 Chicago Midway Airport to Honolulu?

    Chicago Midway Airport and Honolulu are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Honolulu.

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

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

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

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

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

    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 Chicago Midway Airport to Honolulu.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Honolulu?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Honolulu from Chicago Midway Airport 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 Chicago Midway Airport to Honolulu?

    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 Honolulu with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and HNL 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 Chicago Midway Airport to Honolulu?

    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 Honolulu from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Midway to Honolulu

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Honolulu. 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 Midway to Honolulu? 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 10502 reviews
8.2Boarding
7.9Comfort
7.4Food
8.0Entertainment
8.6Crew
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.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

The leg space between me and the seat in front of me was excellent.

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The seats were uncomfortable. The flight was almost 9 hours and they didn’t serve lunch

Book cheap flights from Chicago to Honolulu

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Honolulu found on KAYAK in the last 72 hours.
8/20Tue
1 stopDelta
12h 27mMDW-HNL
$241
8/25Sun
1 stopDelta
11h 28mMDW-HNL
$291
8/20Tue
2 stopsDelta
16h 40mMDW-HNL
$296
8/15Thu
2 stopsDelta
16h 40mMDW-HNL
$336
6/4Tue
1 stopDelta
11h 14mMDW-HNL
$341
6/4Tue
2 stopsDelta
15h 31mMDW-HNL
$346
8/20Tue
3 stopsWestJet
31h 38mMDW-HNL
$485
6/3Mon
1 stopDelta
11h 14mMDW-HNL
$521
8/25Sun
2 stopsDelta
16h 40mMDW-HNL
$526
6/18Tue
3 stops
41h 29mMDW-HNL
$701

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Last minute flights from Midway to Honolulu

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 Chicago to Honolulu that are departing in the next 10 days.
5/29Wed
multi-stopDelta
14h 26mMDW-HNL
6/5Wed
multi-stopDelta
13h 01mHNL-MDW
$607
5/31Fri
multi-stopDelta
11h 15mMDW-HNL
6/2Sun
multi-stopDelta
15h 16mHNL-MDW
$649
5/29Wed
multi-stopDelta
14h 26mMDW-HNL
6/5Wed
multi-stopDelta
15h 17mHNL-MDW
$722
5/31Fri
multi-stopDelta
15h 45mMDW-HNL
6/2Sun
multi-stopDelta
15h 16mHNL-MDW
$752
5/29Wed
multi-stopDelta
11h 15mMDW-HNL
6/1Sat
multi-stopDelta
15h 12mHNL-MDW
$890
5/31Fri
multi-stopDelta
11h 15mMDW-HNL
6/7Fri
multi-stopDelta
14h 28mHNL-MDW
$971
5/29Wed
multi-stopDelta
14h 26mMDW-HNL
6/1Sat
multi-stopDelta
15h 12mHNL-MDW
$975
5/31Fri
multi-stopDelta
11h 15mMDW-HNL
6/2Sun
multi-stopDelta
11h 19mHNL-MDW
$984
5/31Fri
multi-stopDelta
15h 45mMDW-HNL
6/9Sun
multi-stopDelta
15h 08mHNL-MDW
$1,052
5/31Fri
multi-stopDelta
14h 12mMDW-HNL
6/7Fri
multi-stopDelta
14h 28mHNL-MDW
$1,142

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Chicago Midway Airport - Honolulu Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Honolulu (HNL)United States

Return flight deals:

Honolulu - Chicago Midway Airport

Cabin classes:

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