MDW - OGG

$277 Find Cheap Flights from Chicago Midway Airport to Kahului - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$464
Typical prices: $690-$884
Southwest
Thu 12/6Thu 12/13
MDW - OGG • 1 stop
Cheapest one-way
$247
Typical prices: $356-$488
Southwest
Fri 11/30
MDW - OGG • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago Midway Airport and Kahului. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
13 weeks
in advance
Our data shows that travelers who book at least 13 weeks in advance save around 51% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 41% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
San Diego (SAN)
Cheapest • Avg $844 (round-trip)
Phoenix Sky Harbor Intl (PHX)
Shortest trip • 11h 16m (one-way)
Insights
Insights
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We hope you love your trip to Kahului!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Kahului (MDW-OGG)

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

Recent round-trip flight deals from Midway to Kahului

Fri, Nov 27 - Fri, Dec 4
Southwest Logo
5:45 am - 1:15 pmMDW  Chicago Midway-OGG Kahului
11h 30m1 stop Las Vegas Harry Reid Intl
Southwest Logo
9:25 pm - 12:15 pmOGG  Kahului-MDW Chicago Midway
10h 50m1 stop Las Vegas Harry Reid Intl
$464Southwest
Sun, Dec 6 - Sun, Dec 13
Southwest Logo
5:45 am - 1:15 pmMDW  Chicago Midway-OGG Kahului
11h 30m1 stop Las Vegas Harry Reid Intl
Southwest Logo
9:25 pm - 2:10 pmOGG  Kahului-MDW Chicago Midway
12h 45m1 stop Las Vegas Harry Reid Intl
$464Southwest
Fri, Nov 27 - Fri, Dec 4
Southwest Logo
5:45 am - 2:50 pmMDW  Chicago Midway-OGG Kahului
13h 05m2 stops Las Vegas Harry Reid Intl Lihue
Southwest Logo
9:25 pm - 12:15 pmOGG  Kahului-MDW Chicago Midway
10h 50m1 stop Las Vegas Harry Reid Intl
$471Southwest
Sun, Dec 6 - Sun, Dec 13
Southwest Logo
5:45 am - 2:50 pmMDW  Chicago Midway-OGG Kahului
13h 05m2 stops Las Vegas Harry Reid Intl Lihue
Southwest Logo
9:25 pm - 2:10 pmOGG  Kahului-MDW Chicago Midway
12h 45m1 stop Las Vegas Harry Reid Intl
$471Southwest
Wed, Nov 4 - Thu, Nov 12
Southwest Logo
5:50 am - 1:10 pmMDW  Chicago Midway-OGG Kahului
11h 20m1 stop Las Vegas Harry Reid Intl
Southwest Logo
11:20 pm - 5:40 pmOGG  Kahului-MDW Chicago Midway
14h 20m1 stop San Diego
$494Southwest
Wed, Nov 4 - Thu, Nov 12
Southwest Logo
5:50 am - 4:10 pmMDW  Chicago Midway-OGG Kahului
14h 20m2 stops Las Vegas Harry Reid Intl Oakland
Southwest Logo
11:20 pm - 5:40 pmOGG  Kahului-MDW Chicago Midway
14h 20m1 stop San Diego
$500Southwest
Thu, Nov 5 - Sun, Nov 8
Southwest Logo
5:45 am - 4:10 pmMDW  Chicago Midway-OGG Kahului
14h 25m2 stops Las Vegas Harry Reid Intl Oakland
Southwest Logo
11:20 pm - 5:40 pmOGG  Kahului-MDW Chicago Midway
14h 20m1 stop San Diego
$500Southwest
Wed, Oct 28 - Thu, Oct 29
Southwest Logo
6:25 am - 1:55 pmMDW  Chicago Midway-OGG Kahului
12h 30m1 stop San Diego
Southwest Logo
10:20 pm - 3:10 pmOGG  Kahului-MDW Chicago Midway
11h 50m2 stops San Diego Phoenix Sky Harbor Intl
$500Southwest
Tue, Oct 20 - Wed, Oct 28
Delta Logo
1:27 pm - 11:19 amMDW  Chicago Midway-OGG Kahului
26h 52m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
12:00 pm - 8:44 amOGG  Kahului-MDW Chicago Midway
15h 44m2 stops Los Angeles Minneapolis St Paul
$574Delta
Mon, Oct 19 - Thu, Oct 29
Delta Logo
1:27 pm - 11:19 amMDW  Chicago Midway-OGG Kahului
26h 52m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
12:00 pm - 9:17 amOGG  Kahului-MDW Chicago Midway
16h 17m2 stops Los Angeles Detroit Metropolitan Wayne County
$574Delta
Booking Insights

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

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

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

Round-trip flights from Chicago Midway Airport to Kahului start at $464. Prices are below average for this route right now, with typical round-trip fares ranging from $690 to $884. The lowest price found in the past 5 days was $464 on Southwest.

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

Thursday is the cheapest day of the week to fly from Chicago Midway Airport to Kahului, it is 15% cheaper than the average day. Saturday is the most expensive day with flight prices 14% 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 Kahului?

  • January is the cheapest month to fly from Chicago Midway Airport to Kahului at $480 round-trip.
  • March ($1,074) and June ($887) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 123% 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 Kahului the cheapest?

Flights from Chicago Midway Airport to Kahului are cheapest 13 weeks before departure. Booking in this window typically costs about 51% 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 Kahului flights

Low season

January

Cheapest flight

$247
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Chicago Midway Airport to Kahului

When to book flights from Midway to Kahului

Are your dates flexible? Find out the best times to travel from Midway to Kahului 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 Kahului 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 Kahului?

    Flights from Chicago Midway Airport to Kahului usually depart from Chicago Midway (MDW) and arrive at Kahului (OGG).

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

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

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

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

    • Las Vegas Harry Reid Intl (LAS) - 57% of one-stop connections
    • San Diego (SAN) - 29% of one-stop connections
    • Phoenix Sky Harbor Intl (PHX) - 14% of one-stop connections

    Las Vegas Harry Reid Intl (LAS) 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 Kahului?

    Yes. Being flexible with your travel dates can save you up to 25% on the Chicago Midway Airport to Kahului route. Thursday is the cheapest departure day at $701 round-trip on average, while Saturday is the most expensive at $934, a difference of $233. 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 Kahului?

    Some of the most popular sights in Kahului are Kahului Harbor, Maui Nui Botanical Gardens and Maui Swap Meet. These are among the most viewed places in Kahului on KAYAK.

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

    A nonstop flight from Chicago Midway Airport to Kahului takes 0h 00m, covering 4,184 miles.

  • What are the earliest and latest flights from Chicago Midway Airport to Kahului?

    These are the earliest and latest flight times available from Chicago Midway Airport to Kahului:

    • Earliest: departs at 12:00 am and lands at 12:00 am
    • Latest: departs at 12:00 am and lands at 12:00 am.

    The flight takes about 0h 00m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 5% above the route average of $816. Book 13 weeks before departure for the lowest fares.

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

    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 Kahului looking right now?

    One-way fares from Chicago Midway Airport to Kahului are currently lower than usual. Average one-way flight prices are about $293, which is 33% below the typical average for this route.

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

    Flying via Phoenix Sky Harbor Intl (PHX) gives the shortest average 1-stop total travel time at 11h 16m, compared with 11h 27m via Las Vegas Harry Reid Intl (LAS) and 11h 32m via San Diego (SAN).

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

    Kahului 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 Kahului Airport (OGG)?

    Kahului Airport (OGG) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    · Dollar
    · Thrifty
    · Ace
    · Fox
    · Hertz

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

    Round-trip flights from Chicago Midway Airport to Kahului range from $690 to $884, with an average of $816 over the past 12 months. Anything below $690 counts as a good deal.

Your guide to booking Chicago Midway Airport to Kahului 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 Thursday departure instead of Saturday. On this route, Thursday flights average $701 - about $233 less than Saturday (25% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 13 weeks before you fly. On this route, that window historically saves about 51% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to Kahului trip for January. Fares historically average $480 round-trip in that month - typically $594 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Kahului Airport.
    - Courtyard by Marriott Maui Kahului Airport

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Kahului (OGG)