MDW - HNL

$251 Find Cheap Flights from Chicago Midway Airport to Honolulu - Compare and Save

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 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$624
Overall average: $750
Southwest
Thu 9/10Mon 9/14
MDW - HNL • 1 stop
Cheapest one-way
$251
Delta
Tue 9/22
MDW - HNL • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Midway and Honolulu. You'll need at least 1 connection.
Insights
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Top layover airports
San Jose (SJC)
Cheapest • Avg $563 (round-trip)
San Diego (SAN)
Shortest trip • 11h 20m (one-way)
Insights
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When to travel
January
Cheapest • 37% price drop
July
Most popular
Good to know
Good to know
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Good to know
Good to know
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We hope you love your trip to Honolulu!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Honolulu

Thu, Sep 10 - Mon, Sep 14
Southwest Logo
2:50 pm - 9:25 pmMDW  Chicago Midway-HNL Honolulu
11h 35m1 stop San Diego
Southwest Logo
11:55 am - 5:45 amHNL  Honolulu-MDW Chicago Midway
12h 50m1 stop Ontario
$624Southwest
Mon, Jan 11 - Fri, Jan 15
Southwest Logo
10:00 am - 9:20 pmMDW  Chicago Midway-HNL Honolulu
15h 20m2 stops Phoenix Sky Harbor Intl San Diego
Southwest Logo
10:00 pm - 3:05 pmHNL  Honolulu-MDW Chicago Midway
13h 05m2 stops Los Angeles Los Angeles Denver Intl
$625Southwest
Tue, Sep 29 - Tue, Oct 6
Southwest Logo
10:20 am - 9:15 pmMDW  Chicago Midway-HNL Honolulu
15h 55m2 stops Las Vegas Harry Reid Intl San Jose
Southwest Logo
10:25 pm - 3:45 pmHNL  Honolulu-MDW Chicago Midway
12h 20m2 stops San Diego Phoenix Sky Harbor Intl
$625Southwest
Wed, Nov 11 - Mon, Nov 16
Southwest Logo
11:55 am - 9:20 pmMDW  Chicago Midway-HNL Honolulu
13h 25m2 stops Las Vegas Harry Reid Intl San Diego
Southwest Logo
11:15 pm - 5:25 pmHNL  Honolulu-MDW Chicago Midway
14h 10m2 stops San Diego Denver Intl
$625Southwest
Mon, Sep 21 - Mon, Sep 28
Southwest Logo
10:10 am - 9:20 pmMDW  Chicago Midway-HNL Honolulu
16h 10m1 stop Los Angeles Los Angeles
Southwest Logo
9:25 pm - 4:35 pmHNL  Honolulu-MDW Chicago Midway
14h 10m1 stop Los Angeles Los Angeles
$629Southwest
Tue, Jan 5 - Tue, Jan 12
Southwest Logo
5:50 am - 1:25 pmMDW  Chicago Midway-HNL Honolulu
11h 35m1 stop Las Vegas Harry Reid Intl
Southwest Logo
10:00 pm - 12:35 pmHNL  Honolulu-MDW Chicago Midway
10h 35m1 stop Los Angeles Los Angeles
$629Southwest
Mon, Nov 2 - Mon, Nov 2
Southwest Logo
10:05 am - 7:45 pmMDW  Chicago Midway-HNL Honolulu
13h 40m1 stop Oakland
Southwest Logo
9:00 pm - 12:35 pmHNL  Honolulu-MDW Chicago Midway
11h 35m1 stop Phoenix Sky Harbor Intl
$629Southwest
Mon, Sep 28 - Mon, Oct 5
Southwest Logo
10:10 am - 9:20 pmMDW  Chicago Midway-HNL Honolulu
16h 10m1 stop Los Angeles Los Angeles
Southwest Logo
8:55 pm - 3:45 pmHNL  Honolulu-MDW Chicago Midway
13h 50m1 stop Phoenix Sky Harbor Intl
$629Southwest
Tue, Sep 22 - Tue, Sep 29
Delta Logo
9:29 am - 9:12 pmMDW  Chicago Midway-HNL Honolulu
16h 43m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles
Delta Logo
2:50 pm - 9:07 amHNL  Honolulu-MDW Chicago Midway
13h 17m1 stop Detroit Metropolitan Wayne County
$641Delta
Mon, Sep 28 - Tue, Sep 29
Delta Logo
6:05 am - 9:12 pmMDW  Chicago Midway-HNL Honolulu
20h 07m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles
Delta Logo
2:50 pm - 9:07 amHNL  Honolulu-MDW Chicago Midway
13h 17m1 stop Detroit Metropolitan Wayne County
$641Delta
Booking Insights

KAYAK's insights & trends for Midway to Honolulu flights

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.

How much is a round-trip flight from Chicago Midway Airport to Honolulu?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Honolulu departing in September.

Flight prices are below average for this route right now.

Flights to Honolulu from Chicago Midway Airport usually cost between $627 and $759 in September.
The lowest price found in the past 5 days was $624 on Southwest (Sep 10-Sep 14).

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 round-trip 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 $465 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $1,011 and $909 respectively.

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Good to know

Low season

September

Cheapest flight

$251
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 22% 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 5 days, the lowest price for a flight from Chicago Midway Airport to Honolulu was $251 for a one-way ticket and $624 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.

  • 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.

Everything you need to know for your flight from Midway to Honolulu

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Honolulu (HNL)