Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

HNL - MDW

Find cheap flights from Honolulu to Chicago Midway Airport from $271

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 5/15. 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
Fri 5/17
Fri 5/24

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 44,553,814 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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

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

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
3:15 pm - 7:55 amHNL-MDW
11h 40m1 stop
9:32 am - 7:37 pmMDW-HNL
15h 05m2 stops
$647Delta
Find Deal
Mon, May 13 - Sat, May 18
12:30 pm - 8:47 amHNL-MDW
15h 17m2 stops
9:46 am - 7:37 pmMDW-HNL
14h 51m2 stops
$683Delta
Find Deal
Tue, May 7 - Sun, May 12
7:25 am - 5:50 amHNL-MDW
17h 25m2 stops
4:18 pm - 9:30 amMDW-HNL
22h 12m1 stop
$699
Find Deal
Thu, May 30 - Fri, May 31
4:28 pm - 12:40 pmHNL-MDW
15h 12m2 stops
9:32 am - 7:37 pmMDW-HNL
15h 05m2 stops
$722Delta
Find Deal
Mon, May 13 - Sat, May 18
3:15 pm - 7:55 amHNL-MDW
11h 40m1 stop
6:00 am - 1:38 pmMDW-HNL
12h 38m1 stop
$762Delta
Find Deal
Mon, May 13 - Sat, May 18
3:20 pm - 8:44 amHNL-MDW
12h 24m1 stop
9:35 am - 3:53 pmMDW-HNL
11h 18m1 stop
$778Delta
Find Deal
Wed, Aug 28 - Sun, Sep 1
3:15 pm - 7:55 amHNL-MDW
11h 40m1 stop
9:46 am - 7:37 pmMDW-HNL
14h 51m2 stops
$787Delta
Find Deal
Tue, May 7 - Sun, May 12
3:25 pm - 8:44 amHNL-MDW
12h 19m1 stop
9:35 am - 3:53 pmMDW-HNL
11h 18m1 stop
$816Delta
Find Deal
Mon, Aug 5 - Tue, Aug 13
1:08 pm - 8:44 amHNL-MDW
14h 36m2 stops
9:35 am - 3:53 pmMDW-HNL
11h 18m1 stop
$827Delta
Find Deal
Wed, Aug 28 - Sun, Sep 1
2:00 pm - 3:23 pmHNL-MDW
20h 23m1 stop
8:55 pm - 5:00 amMDW-HNL
13h 05m1 stop
$842
Find Deal
Thu, May 16 - Thu, May 23

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, Tuesday 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

$271
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 $271 for a one-way ticket and $647 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, and oneworld are the airline alliances operating flights between Honolulu and Chicago Midway Airport, with SkyTeam being the most commonly used for this route.

  • 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 11136 reviews
8.2boarding
8.6crew
7.9comfort
8.0entertainment
7.5food
Airline reviews

Everything was great except for the seat. The backrest would not stay in the upright position.

8.0 ExcellentEddie, Apr 2024SEA - PHX
Read more about Delta reviews

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

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.
5/15Wed
3 stops
18h 35mHNL-MDW
$271
5/15Wed
3 stops
27h 24mHNL-MDW
$275
5/29Wed
2 stops
25h 40mHNL-MDW
$277
5/15Wed
2 stops
39h 36mHNL-MDW
$281
6/9Sun
3 stops
56h 56mHNL-MDW
$332
7/4Thu
1 stopDelta
12h 29mHNL-MDW
$375
5/14Tue
2 stopsDelta
15h 17mHNL-MDW
$396
7/4Thu
1 stopDelta
12h 29mHNL-MDW
$401
7/1Mon
2 stopsDelta
15h 19mHNL-MDW
$406
9/3Tue
2 stopsAlaska Airlines
21h 09mHNL-MDW
$689

Search by stops

Search by airline

Search by price

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.
4/18Thu
multi-stopDelta
12h 32mHNL-MDW
4/22Mon
multi-stopDelta
13h 03mMDW-HNL
$874
4/18Thu
multi-stopDelta
12h 10mHNL-MDW
4/22Mon
multi-stopDelta
15h 11mMDW-HNL
$879
4/18Thu
multi-stopDelta
13h 57mHNL-MDW
4/22Mon
multi-stopDelta
16h 05mMDW-HNL
$1,464
4/18Thu
multi-stopDelta
13h 57mHNL-MDW
4/23Tue
multi-stopDelta
17h 39mMDW-HNL
$1,600

Search by stops

Search by airline

Search by price

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:

Browse origins:

Browse destinations: