MDW - HNL

$217 Find Cheap Flights from Chicago Midway Airport to Honolulu - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$595
Typical prices: $645-$848
Southwest
Fri 11/16Fri 11/23
MDW - HNL • 2 stops
Cheapest one-way
$217
Typical prices: $322-$426
Southwest
Thu 11/15
MDW - HNL • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago Midway Airport and Honolulu. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
14 weeks
in advance
Our data shows that travelers who book at least 14 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
When to travel
February
Cheapest • 15% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
San Jose (SJC)
Cheapest • Avg $563 (round-trip)
San Diego (SAN)
Shortest trip • 10h 54m (one-way)
Insights
Insights
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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)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Honolulu

Mon, Nov 16 - Mon, Nov 23
Southwest Logo
12:05 pm - 9:20 pmMDW  Chicago Midway-HNL Honolulu
13h 15m2 stops Phoenix Sky Harbor Intl San Diego
Southwest Logo
11:15 pm - 4:30 pmHNL  Honolulu-MDW Chicago Midway
13h 15m2 stops San Diego Las Vegas Harry Reid Intl
$595Southwest
Thu, Oct 22 - Mon, Oct 26
Southwest Logo
11:50 am - 9:30 pmMDW  Chicago Midway-HNL Honolulu
14h 40m2 stops Las Vegas Harry Reid Intl San Diego
Southwest Logo
9:55 pm - 3:45 pmHNL  Honolulu-MDW Chicago Midway
12h 50m2 stops San Diego Phoenix Sky Harbor Intl
$595Southwest
Wed, Dec 2 - Mon, Dec 7
Southwest Logo
10:00 am - 7:45 pmMDW  Chicago Midway-HNL Honolulu
13h 45m2 stops Portland Oakland
Southwest Logo
11:15 pm - 5:25 pmHNL  Honolulu-MDW Chicago Midway
14h 10m2 stops San Diego Denver Intl
$595Southwest
Mon, Feb 1 - Mon, Feb 15
Southwest Logo
10:15 am - 7:45 pmMDW  Chicago Midway-HNL Honolulu
13h 30m1 stop Oakland
Southwest Logo
3:15 pm - 11:45 amHNL  Honolulu-MDW Chicago Midway
16h 30m1 stop Oakland
$604Southwest
Sun, Jan 10 - 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
8:15 am - 5:00 amHNL  Honolulu-MDW Chicago Midway
16h 45m1 stop San Jose
$605Southwest
Tue, Oct 20 - Mon, Oct 26
Southwest Logo
6:55 am - 9:25 pmMDW  Chicago Midway-HNL Honolulu
19h 30m2 stops Phoenix Sky Harbor Intl San Diego
Southwest Logo
9:55 pm - 3:45 pmHNL  Honolulu-MDW Chicago Midway
12h 50m2 stops San Diego Phoenix Sky Harbor Intl
$605Southwest
Sat, Jan 9 - Fri, Jan 15
Southwest Logo
5:55 am - 5:40 pmMDW  Chicago Midway-HNL Honolulu
15h 45m1 stop Las Vegas Harry Reid Intl
Southwest Logo
3:15 pm - 5:50 amHNL  Honolulu-MDW Chicago Midway
10h 35m1 stop Oakland
$614Southwest
Mon, Dec 14 - Mon, Dec 21
Southwest Logo
10:10 am - 9:20 pmMDW  Chicago Midway-HNL Honolulu
15h 10m1 stop San Diego
Southwest Logo
3:15 pm - 5:55 amHNL  Honolulu-MDW Chicago Midway
10h 40m1 stop Oakland
$614Southwest
Sat, Oct 31 - Sat, Nov 7
Delta Logo
6:04 am - 7:59 pmMDW  Chicago Midway-HNL Honolulu
18h 55m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles
Delta Logo
8:30 pm - 12:47 pmHNL  Honolulu-MDW Chicago Midway
12h 17m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County
$666Delta
Wed, Oct 28 - Mon, Nov 2
Delta Logo
6:04 am - 1:26 pmMDW  Chicago Midway-HNL Honolulu
12h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:30 pm - 10:43 amHNL  Honolulu-MDW Chicago Midway
14h 13m1 stop Atlanta Hartsfield-Jackson
$690Delta
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Honolulu flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago Midway Airport to Honolulu with more confidence.

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

Round-trip flights from Chicago Midway Airport to Honolulu start at $595. Prices are below average for this route right now, with typical round-trip fares ranging from $645 to $848. The lowest price found in the past 5 days was $595 on Southwest.

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

Wednesday is the cheapest day of the week to fly from Chicago Midway Airport to Honolulu, it is 13% cheaper than the average day. Thursday is the most expensive day with flight prices 10% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • February is the cheapest month to fly from Chicago Midway Airport to Honolulu at $637 round-trip.
  • June ($886) and December ($848) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 39% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago Midway Airport to Honolulu the cheapest?

Flights from Chicago Midway Airport to Honolulu are cheapest 14 weeks before departure. Booking in this window typically costs about 44% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Chicago Midway Airport to Honolulu flights

Low season

December

Cheapest flight

$217
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly with an average 12% 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

Your Chicago Midway Airport to Honolulu flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Chicago Midway Airport to Honolulu?

    Flights from Chicago Midway Airport to Honolulu usually depart from Chicago Midway (MDW) and arrive at Honolulu (HNL).

  • What cabin classes can I book on flights from Chicago Midway Airport to Honolulu?

    Only Economy Class is available on flights from Chicago Midway Airport to Honolulu.

  • Which airports do connecting flights from Chicago Midway Airport to Honolulu pass through?

    One-stop flights from Chicago Midway Airport to Honolulu most commonly connect through:

    • Los Angeles Los Angeles (LAX) - 33% of one-stop connections
    • San Diego (SAN) - 22% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 22% of one-stop connections
    • Phoenix Sky Harbor Intl (PHX) - 11% of one-stop connections

    Los Angeles Los Angeles (LAX) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Honolulu?

    Yes. Being flexible with your travel dates can save you up to 21% on the Chicago Midway Airport to Honolulu route. Wednesday is the cheapest departure day at $653 round-trip on average, while Thursday is the most expensive at $826, a difference of $173. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Honolulu?

    Some of the most popular sights in Honolulu are Waikiki Beach, Hawaii Convention Center and Kahala. These are among the most viewed places in Honolulu on KAYAK.

  • How expensive are last-minute Chicago Midway Airport to Honolulu flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 5% above the route average of $746. Book 14 weeks before departure for the lowest fares.

  • How long is a flight from Chicago Midway Airport to Honolulu?

    A nonstop flight from Chicago Midway Airport to Honolulu takes 0h 00m, covering 4,243 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How are flight prices from Chicago Midway Airport to Honolulu looking right now?

    One-way fares from Chicago Midway Airport to Honolulu are currently lower than usual. Average one-way flight prices are about $260, which is 34% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Honolulu?

    Flying via San Diego (SAN) gives the shortest average 1-stop total travel time at 10h 54m, compared with 11h 03m via Phoenix Sky Harbor Intl (PHX) and 12h 21m via Seattle/Tacoma Intl (SEA).

  • What is the time difference between Chicago Midway Airport and Honolulu?

    Honolulu is 5 hours behind Chicago Midway Airport (Hawaii-Aleutian Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Honolulu Airport (HNL)?

    Honolulu Airport (HNL) hosts 5 major car rental companies, with daily rates starting from around $18 for economy cars. Top options include:
    · Thrifty
    · Dollar
    · Lucky Owl Car Rental
    · Hertz
    · Sixt

  • How much should I expect to pay for a Chicago Midway Airport to Honolulu flight?

    Round-trip flights from Chicago Midway Airport to Honolulu range from $645 to $848, with an average of $746 over the past 12 months. Anything below $645 counts as a good deal.

Your guide to booking Chicago Midway Airport to Honolulu flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Thursday. On this route, Wednesday flights average $653 - about $173 less than Thursday (21% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 14 weeks before you fly. On this route, that window historically saves about 44% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to Honolulu trip for February. Fares historically average $637 round-trip in that month - typically $249 less than the most expensive month, which is June (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Honolulu Airport.
    - Airport Honolulu Hotel, Trademark Collection by Wyndham
    - Pacific Marina Inn Airport Hotel
    - Best Western The Plaza Hotel Honolulu Airport

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)