Skip to main content
Beginning of main content

Cheap Flights from Chicago to Kahului $719.0

Search over 282,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia's Best Price Guarantee.
No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheapest Flights from Chicago to Kahului (MDW to OGG)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Kahului Airports

Lanai City

$1520.80

Hoolehua

$1549.80

Interesting Facts About Flights from Chicago to Kahului (MDW to OGG)

Question : What day in the next four weeks has the best fares?
Answer : As of November 28th, the cheapest day to fly from Chicago to Kahului is December 13th. Tickets have been sold for 33% below the average price for this route.

Question : Is there another way to get to Kahului Airport (OGG) besides Chicago Midway International Airport (MDW)?
Answer : Luckily for you, there is another airport nearby. O'Hare International Airport (ORD) is 16 miles away, and over the next two months, flights are 14% cheaper than those from Chicago Midway International Airport.

Question : How many days should you spend in Kahului if you're flying in from Chicago?
Answer : The average time spent in Kahului by passengers flying from MDW is 13 days.

Question : If your plans are flexible, have you considered changing your departure day?
Answer : In December, Thursday is your lowest-cost day to fly. Having flexibility in your travel plans means you can save, so be sure to plan ahead when possible.

Question : Which airline is offering the cheapest round-trip flight from MDW to OGG?
Answer : Delta Air Lines is offering its passengers the cheapest flights over the next three months.