How does KAYAK find such low prices on flights from The Big Island to Chicago Midway Airport?

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 The Big Island to Chicago Midway Airport. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from The Big Island to Chicago Midway Airport?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from The Big Island is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from The Big Island to Chicago Midway Airport?

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 Chicago Midway Airport with an airline and back to The Big Island with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from The Big Island to Chicago Midway Airport?

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 Chicago Midway Airport from The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$262 CHEAP FLIGHTS from The Big Island to Chicago Midway (MDW)

MDW

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Flight Deals

Cheap Flights from The Big Island to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from The Big Island to Midway 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.

Round-trip

One-way

Last minute

Recent round-trip flight deals from The Big Island to Midway

Tue, Mar 3 - Wed, Mar 4

11:33 am - 1:08 pmKOA-MDW

21h 35m2 stops

6:45 pm - 8:27 pmMDW-KOA

29h 42m2 stops

$971Delta

Find Deal

Thu, Oct 9 - Sun, Oct 12

8:30 pm - 5:43 pmKOA-MDW

16h 13m2 stops

6:00 am - 7:12 pmMDW-KOA

18h 12m2 stops

$1,081Delta

Find Deal

Thu, Oct 9 - Sun, Oct 12

8:30 pm - 5:43 pmKOA-MDW

16h 13m2 stops

6:00 am - 7:23 pmMDW-KOA

18h 23m2 stops

$1,199Delta

Find Deal

Cheapest round-trip

$971

Delta

Tue 3/3Wed 3/4

KOA - MDW • 2 stops

Cheapest one-way

$262

Southwest

Wed 10/22

KOA - MDW • 1 stop

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 Midway!

Useful Info

Low season	January
High season	October
Cheapest flight	$262

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly and prices are also 11% lower on average.

Flight from Kailua-Kona to Chicago Midway Airport

How does KAYAK find such low prices on flights from The Big Island to Chicago Midway Airport?
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 The Big Island to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from The Big Island to Chicago Midway Airport?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from The Big Island 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 The Big Island to Chicago Midway Airport?
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 Chicago Midway Airport with an airline and back to The Big Island with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from The Big Island to Chicago Midway Airport?
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 Chicago Midway Airport from The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Valparaiso

Lansing

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Midway

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Origins

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Return flight deals

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

MDW

$262 Find Cheap Flights from The Big Island to Chicago Midway Airport

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

Cheap Flights from The Big Island to Midway

Recent round-trip flight deals from The Big Island to Midway

Recent one-way flight deals from The Big Island to Midway

Recent last minute flight deals from The Big Island to Midway

Everything you should know

Good to know

FAQs for booking The Big Island to Chicago Midway Airport flights

How does KAYAK find such low prices on flights from The Big Island to Chicago Midway Airport?

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 The Big Island to Chicago Midway Airport.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from The Big Island to Chicago Midway Airport?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from The Big Island 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 The Big Island to Chicago Midway Airport?

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 Chicago Midway Airport with an airline and back to The Big Island with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from The Big Island to Chicago Midway Airport?

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 Chicago Midway Airport from The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Midway?

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Cabin class types available on flights to Midway

Complete your trip to Midway with a hotel stay or car rental

Find direct flights for Midway

Flights to other popular destinations

Flights from domestic origins to The Big Island

Choose which airport to fly into in Chicago

Find deals for your return flight