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>

$239 CHEAP FLIGHTS from The Big Island to Chicago Midway (MDW)

MDW

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

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Flights Deals

Cheap Flight Deals 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.

Round-trip

One-way

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from The Big Island to Midway.

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

9:45 pm - 6:03 pmKOA-MDW

15h 18m2 stops

9:20 am - 6:25 pmMDW-KOA

14h 05m2 stops

$546Delta

Find Deal

Wed, Sep 3 - Sun, Sep 7

8:30 pm - 2:30 pmKOA-MDW

13h 00m1 stop

5:15 am - 1:05 pmMDW-KOA

12h 50m2 stops

$553Southwest

Find Deal

Wed, Sep 3 - Sun, Sep 7

8:30 pm - 4:25 pmKOA-MDW

14h 55m1 stop

5:15 am - 12:10 pmMDW-KOA

11h 55m1 stop

$618Southwest

Find Deal

Wed, Sep 3 - Sun, Sep 7

8:38 pm - 5:45 pmKOA-MDW

16h 07m2 stops

9:16 am - 7:10 pmMDW-KOA

14h 54m2 stops

$619Delta

Find Deal

Tue, May 20 - Tue, Jun 3

8:38 pm - 5:45 pmKOA-MDW

16h 07m2 stops

9:16 am - 7:10 pmMDW-KOA

14h 54m2 stops

$634Delta

Find Deal

Wed, May 21 - Tue, Jun 3

9:39 pm - 5:47 pmKOA-MDW

15h 08m2 stops

9:20 am - 7:10 pmMDW-KOA

14h 50m2 stops

$803Delta

Find Deal

Fri, May 16 - Mon, May 19

8:25 pm - 6:41 pmKOA-MDW

17h 16m2 stops

9:21 am - 6:59 pmMDW-KOA

14h 38m2 stops

$874Delta

Find Deal

Wed, Jun 11 - Wed, Jun 18

Useful Info

Low season	January
High season	May
Cheapest flight	$239

Best time to beat the crowds with an average 5% drop in price.

Most popular time to fly and prices are also 4% 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.

Everything you need to know for your flight to Midway

Airports

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Complete your trip

Direct Flights

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Origins

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Information on your arrival and departure airports

Chicago Midway Airport (MDW)

MDW

$239 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 Flight Deals 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

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.

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