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

Prices for flights from Chicago Midway Airport to Hilo Intl Airport are updated daily.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Hilo Intl Airport.

What documentation or ID do you need to fly to Hilo Intl Airport?

The necessary travel and health documents for your Hilo Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$333 Cheap Flights from Chicago Midway Airport to Hilo in 2026

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Find the cheapest flights from Chicago Midway Airport to Hilo

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:25 am - 2:30 pm

MDW

ITO

14h 05m

2 stops

6:55 pm - 1:45 pm

ITO

MDW

13h 50m

2 stops

$665Southwest

Thu, Apr 23 - Wed, May 6

10:00 am - 9:45 pm

MDW

ITO

16h 45m

2 stops

6:55 pm - 1:45 pm

ITO

MDW

13h 50m

2 stops

$715Southwest

Tue, Apr 14 - Sun, Apr 19

6:55 am - 6:10 pm

MDW

ITO

16h 15m

2 stops

6:55 pm - 12:45 pm

ITO

MDW

12h 50m

2 stops

$750Southwest

Sun, May 3 - Sun, May 10

9:55 am - 9:45 pm

MDW

ITO

16h 50m

2 stops

6:55 pm - 1:45 pm

ITO

MDW

13h 50m

2 stops

$815Southwest

Sun, Apr 19 - Sun, Apr 26

5:00 am - 2:30 pm

MDW

ITO

14h 30m

2 stops

11:45 am - 5:55 am

ITO

MDW

13h 10m

2 stops

$825Southwest

Thu, Mar 12 - Mon, Mar 16

7:15 am - 6:10 pm

MDW

ITO

15h 55m

2 stops

6:55 pm - 12:45 pm

ITO

MDW

12h 50m

2 stops

$830Southwest

Fri, Mar 20 - Wed, Mar 25

5:00 am - 2:30 pm

MDW

ITO

14h 30m

2 stops

6:55 pm - 12:45 pm

ITO

MDW

12h 50m

2 stops

$910Southwest

Fri, Mar 27 - Wed, Apr 1

10:05 am - 9:40 pm

MDW

ITO

16h 35m

2 stops

6:55 pm - 12:45 pm

ITO

MDW

12h 50m

2 stops

$935Southwest

Fri, Mar 27 - Wed, Apr 1

10:10 am - 9:40 pm

MDW

ITO

16h 30m

2 stops

6:55 pm - 12:00 pm

ITO

MDW

12h 05m

2 stops

$990Southwest

Sat, Mar 21 - Sat, Mar 28

10:05 am - 9:40 pm

MDW

ITO

16h 35m

2 stops

11:45 am - 5:55 am

ITO

MDW

13h 10m

2 stops

$1,000Southwest

Mon, Mar 16 - Fri, Mar 20

Southwest flights from Chicago Midway Airport to Hilo

Our best Southwest deals on Chicago Midway Airport to Hilo flight tickets

Southwest

Apr 23

MDW5:25 amChicago Midway

14h 05m

2 stops

ITO2:30 pmHilo Intl

May 6

ITO6:55 pmHilo Intl

13h 50m

2 stops

MDW1:45 pmChicago Midway

$665

Southwest

Apr 14

MDW10:00 amChicago Midway

16h 45m

2 stops

ITO9:45 pmHilo Intl

Apr 19

ITO6:55 pmHilo Intl

13h 50m

2 stops

MDW1:45 pmChicago Midway

$715

Southwest

May 3

MDW6:55 amChicago Midway

16h 15m

2 stops

ITO6:10 pmHilo Intl

May 10

ITO6:55 pmHilo Intl

12h 50m

2 stops

MDW12:45 pmChicago Midway

$750

Delta flights from Chicago Midway Airport to Hilo

Our best Delta deals on Chicago Midway Airport to Hilo flight tickets

Delta

Mar 27

MDW6:00 amChicago Midway

16h 27m

2 stops

ITO5:27 pmHilo Intl

Apr 1

ITO12:21 pmHilo Intl

15h 29m

2 stops

MDW8:50 amChicago Midway

$1,509

Delta

Mar 13

MDW6:00 amChicago Midway

17h 46m

2 stops

ITO6:46 pmHilo Intl

Mar 21

ITO12:21 pmHilo Intl

15h 32m

2 stops

MDW8:53 amChicago Midway

$1,619

Delta

Mar 15

MDW6:00 amChicago Midway

17h 46m

2 stops

ITO6:46 pmHilo Intl

Mar 19

ITO1:47 pmHilo Intl

14h 03m

2 stops

MDW8:50 amChicago Midway

$1,689

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 4/23

5:25 am-2:30 pm

2 stops14h 05m

Hilo Intl

Wed 5/6

6:55 pm-1:45 pm

2 stops13h 50m

$665

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Tue 4/14

10:00 am-9:45 pm

2 stops16h 45m

Hilo Intl

Sun 4/19

6:55 pm-1:45 pm

2 stops13h 50m

$715

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sun 5/3

6:55 am-6:10 pm

2 stops16h 15m

Hilo Intl

Sun 5/10

6:55 pm-12:45 pm

2 stops12h 50m

$750

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sun 4/19

9:55 am-9:45 pm

2 stops16h 50m

Hilo Intl

Sun 4/26

6:55 pm-1:45 pm

2 stops13h 50m

$815

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Thu 3/12

5:00 am-2:30 pm

2 stops14h 30m

Hilo Intl

Mon 3/16

11:45 am-5:55 am

2 stops13h 10m

$825

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Fri 3/20

7:15 am-6:10 pm

2 stops15h 55m

Hilo Intl

Wed 3/25

6:55 pm-12:45 pm

2 stops12h 50m

$830

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Fri 3/27

5:00 am-2:30 pm

2 stops14h 30m

Hilo Intl

Wed 4/1

6:55 pm-12:45 pm

2 stops12h 50m

$910

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Fri 3/27

10:05 am-9:40 pm

2 stops16h 35m

Hilo Intl

Wed 4/1

6:55 pm-12:45 pm

2 stops12h 50m

$935

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sat 3/21

10:10 am-9:40 pm

2 stops16h 30m

Hilo Intl

Sat 3/28

6:55 pm-12:00 pm

2 stops12h 05m

$990

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 3/16

10:05 am-9:40 pm

2 stops16h 35m

Hilo Intl

Fri 3/20

11:45 am-5:55 am

2 stops13h 10m

$1,000

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Hilo

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 Chicago Midway to Hilo Intl?

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

When to book flights from Chicago Midway Airport to Hilo

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

Estimated round-trip price

Cheap Chicago Midway Airport to Hilo (MDW to ITO) flight deals and tips

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

Fastest flight time	16h 15m
Direct flights	None

The fastest flight from Chicago Midway Airport to Hilo takes 16h 15m

There are no direct flights from Chicago Midway Airport to Hilo. There are no popular flight routes from Chicago Midway Airport to Hilo.

Search flight deals

How far is Chicago Midway to Hilo Intl by plane?
The straight-line distance from Chicago Midway to Hilo Intl is 4164.2 mi. A reasonable flight in good conditions will take 16h 15m.
When did momondo last update prices for flights from Chicago Midway Airport to Hilo Intl Airport?
Prices for flights from Chicago Midway Airport to Hilo Intl Airport are updated daily.
How old do you have to be to fly from Chicago Midway Airport to Hilo Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Hilo Intl Airport.
What documentation or ID do you need to fly to Hilo Intl Airport?
The necessary travel and health documents for your Hilo Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hilo?

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

Can I find flights from Chicago to Hilo with flexible booking policies on momondo?

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

How can momondo help me find flights from Chicago to Hilo?

Once you have performed a search for Chicago to Hilo flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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