MDW - HNL

$217 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 10/28. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$640
Typical prices: $621-$728
Southwest
Mon 8/17Wed 8/26
MDW - HNL • 2 stops
Cheapest one-way
$217
Southwest
Wed 10/28
MDW - HNL • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Midway and Honolulu. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
San Jose (SJC)
Cheapest • Avg $563 (round-trip)
Phoenix (PHX)
Shortest trip • 11h 25m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 43% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Mon, Aug 17 - Wed, Aug 26
Southwest Logo
11:10 am - 9:10 pm
MDW
-
HNL
15h 00m
2 stops
Southwest Logo
8:55 pm - 2:35 pm
HNL
-
MDW
12h 40m
2 stops
$640Southwest
Sat, Sep 5 - Tue, Sep 8
Delta Logo
9:24 am - 9:20 pm
MDW
-
HNL
16h 56m
2 stops
Delta Logo
1:00 pm - 8:48 am
HNL
-
MDW
14h 48m
2 stops
$641Delta
Tue, Dec 1 - Mon, Dec 7
Southwest Logo
10:00 am - 7:30 pm
MDW
-
HNL
13h 30m
1 stop
Southwest Logo
11:15 pm - 5:20 pm
HNL
-
MDW
14h 05m
1 stop
$642Southwest
Sat, Sep 5 - Tue, Sep 8
Delta Logo
9:24 am - 9:20 pm
MDW
-
HNL
16h 56m
2 stops
Delta Logo
2:50 pm - 9:07 am
HNL
-
MDW
13h 17m
1 stop
$643Delta
Sun, Oct 18 - Sat, Oct 24
Southwest Logo
10:25 am - 9:15 pm
MDW
-
HNL
15h 50m
1 stop
Southwest Logo
1:30 pm - 11:10 am
HNL
-
MDW
16h 40m
1 stop
$644Southwest
Tue, Oct 13 - Tue, Oct 20
Southwest Logo
10:55 am - 9:15 pm
MDW
-
HNL
15h 20m
2 stops
Southwest Logo
10:25 pm - 3:45 pm
HNL
-
MDW
12h 20m
2 stops
$645Southwest
Sat, Aug 29 - Wed, Sep 9
Delta Logo
9:24 am - 9:20 pm
MDW
-
HNL
16h 56m
2 stops
Delta Logo
2:50 pm - 9:07 am
HNL
-
MDW
13h 17m
1 stop
$646Delta
Thu, Dec 3 - Tue, Dec 8
Southwest Logo
5:45 am - 1:25 pm
MDW
-
HNL
11h 40m
1 stop
Southwest Logo
11:15 pm - 5:20 pm
HNL
-
MDW
14h 05m
2 stops
$648Southwest
Sun, Oct 4 - Sat, Oct 10
Southwest Logo
5:10 am - 4:25 pm
MDW
-
HNL
16h 15m
2 stops
Southwest Logo
12:00 pm - 5:40 am
HNL
-
MDW
12h 40m
1 stop
$650Southwest
Sat, Aug 29 - Wed, Sep 9
Delta Logo
9:24 am - 9:20 pm
MDW
-
HNL
16h 56m
2 stops
Delta Logo
1:00 pm - 8:48 am
HNL
-
MDW
14h 48m
2 stops
$651Delta
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 August.

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 $429 (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.

Find deals

Good to know

Low season

September

Cheapest flight

$217
Most popular time to fly with an average 21% 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 $247 for a one-way ticket and $640 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)