$211 Cheap Flights from Chicago (MDW) to Kahului (OGG)

Popular airlines from Chicago Midway Airport (MDW) to Kahului Airport (OGG)

Cheap Flights from Chicago to Kahului (MDW-OGG)

Prices were available within the past 7 days and start at $211 for one-way flights and $408 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Southwest Airlines
Delta
Delta
Southwest Airlines
Southwest Airlines
Delta
Southwest Airlines
Southwest Airlines
Southwest Airlines

Find the cheapest month to fly from Chicago (MDW) to Kahului (OGG)

January is typically the cheapest month to fly

From $426 - $1,105 per traveler.

Alternative airports near Kahului

Prices were available within the past 7 days. Prices and availability are subject to change.

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Kahului Airport (OGG) cost?
Grab a cheap one-way flight from $211 or cheap return flight from $408 from Midway Intl. Airport (MDW) to Kahului Airport (OGG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Kahului Airport (OGG)?
December is the most affordable month to fly from MDW to OGG. Traveling during an off-peak travel window is often the key to finding better deals on flights.
Which airlines fly direct from Midway Intl. Airport (MDW) to Kahului Airport (OGG)?
There are no direct routes from Chicago, IL (MDW-Midway Intl.) to Kahului Airport (OGG). However, there are other airports offering nonstop flights. Board your plane at O'Hare Intl. Airport (ORD) and fly straight to Kahului without any detours.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Kahului Airport (OGG)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from MDW to OGG. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Kahului Airport (OGG)?
Direct flights from Midway Intl. Airport (MDW) to Kahului Airport (OGG) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MDW to OGG?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Kahului Airport (OGG)?
Opt for a flight from Midway Intl. Airport (MDW) to Kahului Airport (OGG) that leaves before 3 PM to reduce the risk of cancellations and delays. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Kahului Airport (OGG) last-minute?
Holding off until right before your break to book your flight from MDW to OGG often results in higher prices. While you may come across some last-minute discounts, there's no guarantee. Be flexible with your itinerary for a better chance of snagging a bargain.
Is it cheaper to book a MDW to OGG flight and hotel package?
Booking a MDW to OGG flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Pick from our impressive range of hotels and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Kahului Airport (OGG)?
You can usually cancel or reschedule your MDW to OGG flight. However, if it's been more than 24 hours since booking, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Kahului
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$407
Distance
4187 mi

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