When did momondo last update prices for flights from Kona Intl Airport to Chicago Midway Airport?

Prices for flights from Kona Intl Airport to Chicago Midway Airport were last updated today.

How old do you have to be to fly from Kona Intl Airport to Chicago Midway Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Kona Intl Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$221 Cheap Flights from Kailua-Kona to Chicago Midway Airport in 2026

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Find the cheapest flights from Kailua-Kona to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:50 pm - 6:36 pm

KOA

MDW

16h 46m

2 stops

6:00 am - 7:03 pm

MDW

KOA

18h 03m

2 stops

$573Delta

Mon, Apr 13 - Mon, Apr 20

7:00 pm - 12:45 pm

KOA

MDW

12h 45m

2 stops

5:10 am - 1:15 pm

MDW

KOA

13h 05m

1 stop

$600Southwest

Thu, Apr 30 - Thu, May 7

7:00 pm - 12:45 pm

KOA

MDW

12h 45m

2 stops

10:10 am - 9:25 pm

MDW

KOA

16h 15m

2 stops

$605Southwest

Thu, Apr 30 - Thu, May 7

10:00 am - 5:45 am

KOA

MDW

14h 45m

1 stop

5:10 am - 1:15 pm

MDW

KOA

13h 05m

1 stop

$621Southwest

Thu, Apr 30 - Thu, May 7

8:25 pm - 2:10 pm

KOA

MDW

12h 45m

1 stop

6:10 am - 1:15 pm

MDW

KOA

12h 05m

1 stop

$668Southwest

Mon, Apr 13 - Tue, Apr 21

8:25 pm - 2:10 pm

KOA

MDW

12h 45m

1 stop

10:20 am - 9:25 pm

MDW

KOA

16h 05m

2 stops

$674Southwest

Mon, Apr 13 - Tue, Apr 21

8:25 pm - 2:10 pm

KOA

MDW

12h 45m

1 stop

5:10 am - 2:30 pm

MDW

KOA

14h 20m

2 stops

$716Southwest

Mon, Apr 13 - Mon, Apr 20

7:38 pm - 6:40 pm

KOA

MDW

18h 02m

2 stops

2:05 pm - 5:47 pm

MDW

KOA

32h 42m

2 stops

$723Delta

Tue, Apr 7 - Sat, Apr 11

8:25 pm - 2:20 pm

KOA

MDW

12h 55m

2 stops

5:10 am - 1:15 pm

MDW

KOA

13h 05m

1 stop

$730Southwest

Thu, Apr 9 - Mon, Apr 13

8:25 pm - 2:10 pm

KOA

MDW

12h 45m

1 stop

5:10 am - 1:15 pm

MDW

KOA

13h 05m

1 stop

$779Southwest

Mon, Apr 13 - Mon, Apr 20

Delta flights from Kailua-Kona to Chicago Midway Airport

Our best Delta deals on Kailua-Kona to Chicago Midway Airport flight tickets

Delta

Apr 13

KOA8:50 pmKona Intl

16h 46m

2 stops

MDW6:36 pmChicago Midway

Apr 20

MDW6:00 amChicago Midway

18h 03m

2 stops

KOA7:03 pmKona Intl

$573

Delta

Apr 7

KOA7:38 pmKona Intl

18h 02m

2 stops

MDW6:40 pmChicago Midway

Apr 11

MDW2:05 pmChicago Midway

32h 42m

2 stops

KOA5:47 pmKona Intl

$723

Delta

Apr 6

KOA8:55 pmKona Intl

16h 45m

2 stops

MDW6:40 pmChicago Midway

Apr 13

MDW9:27 amChicago Midway

14h 36m

2 stops

KOA7:03 pmKona Intl

$872

Southwest flights from Kailua-Kona to Chicago Midway Airport

Our best Southwest deals on Kailua-Kona to Chicago Midway Airport flight tickets

Southwest

Apr 30

KOA7:00 pmKona Intl

12h 45m

2 stops

MDW12:45 pmChicago Midway

May 7

MDW5:10 amChicago Midway

13h 05m

1 stop

KOA1:15 pmKona Intl

$600

Southwest

Apr 30

KOA7:00 pmKona Intl

12h 45m

2 stops

MDW12:45 pmChicago Midway

May 7

MDW10:10 amChicago Midway

16h 15m

2 stops

KOA9:25 pmKona Intl

$605

Southwest

Apr 30

KOA10:00 amKona Intl

14h 45m

1 stop

MDW5:45 amChicago Midway

May 7

MDW5:10 amChicago Midway

13h 05m

1 stop

KOA1:15 pmKona Intl

$621

momondo Fare Finder

Use the filters below to find and compare flights from Kailua-Kona to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Mon 4/13

8:50 pm-6:36 pm

2 stops16h 46m

Chicago Midway

Mon 4/20

6:00 am-7:03 pm

2 stops18h 03m

$573

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Thu 4/30

7:00 pm-12:45 pm

2 stops12h 45m

Chicago Midway

Thu 5/7

5:10 am-1:15 pm

1 stop13h 05m

$600

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Thu 4/30

7:00 pm-12:45 pm

2 stops12h 45m

Chicago Midway

Thu 5/7

10:10 am-9:25 pm

2 stops16h 15m

$605

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Thu 4/30

10:00 am-5:45 am

1 stop14h 45m

Chicago Midway

Thu 5/7

5:10 am-1:15 pm

1 stop13h 05m

$621

Quickest round-trip

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Mon 4/13

8:25 pm-2:10 pm

1 stop12h 45m

Chicago Midway

Tue 4/21

6:10 am-1:15 pm

1 stop12h 05m

$668

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Mon 4/13

8:25 pm-2:10 pm

1 stop12h 45m

Chicago Midway

Tue 4/21

10:20 am-9:25 pm

2 stops16h 05m

$674

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Mon 4/13

8:25 pm-2:10 pm

1 stop12h 45m

Chicago Midway

Mon 4/20

5:10 am-2:30 pm

2 stops14h 20m

$716

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Tue 4/7

7:38 pm-6:40 pm

2 stops18h 02m

Chicago Midway

Sat 4/11

2:05 pm-5:47 pm

2 stops32h 42m

$723

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Thu 4/9

8:25 pm-2:20 pm

2 stops12h 55m

Chicago Midway

Mon 4/13

5:10 am-1:15 pm

1 stop13h 05m

$730

Kailua-KonaChicago

KOA - MDW

KOAMDW

Kona Intl

Mon 4/13

8:25 pm-2:10 pm

1 stop12h 45m

Chicago Midway

Mon 4/20

5:10 am-1:15 pm

1 stop13h 05m

$779

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Kailua-Kona to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Kona Intl to Chicago Midway?

Southwest is the most popular carrier operating from Kona Intl to Chicago Midway

When to book flights from Kailua-Kona to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Kailua-Kona to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Kailua-Kona to Chicago Midway Airport (KOA to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kailua-Kona to Chicago Midway Airport

Fastest flight time	10h 30m
Direct flights	None

The fastest flight from Kailua-Kona to Chicago Midway Airport takes 10h 30m

There are no direct flights from Kailua-Kona to Chicago Midway Airport. There are no popular flight routes from Kailua-Kona to Chicago Midway Airport.

Search flight deals

How far is Kona Intl to Chicago Midway by plane?
Chicago Midway is 4214.3 mi away from Kona Intl. By plane, this route typically takes 10h 30m.
When did momondo last update prices for flights from Kona Intl Airport to Chicago Midway Airport?
Prices for flights from Kona Intl Airport to Chicago Midway Airport were last updated today.
How old do you have to be to fly from Kona Intl Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Kona Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Kailua-Kona to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Kailua-Kona to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Kailua-Kona to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Kailua-Kona to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Kailua-Kona to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Kailua-Kona. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Kailua-Kona to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Kailua-Kona to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.