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

Southwest and Delta are the most popular carriers operating from Chicago Midway to Hilo Intl

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.

$319 Cheap Flights from Chicago Midway Airport to Hilo in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Hilo

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:05 am - 9:40 pmMDW-ITO

16h 35m2 stops

11:45 am - 5:55 amITO-MDW

13h 10m2 stops

$674Southwest

Find Deal

Thu, Mar 12 - Thu, Mar 19

7:55 am - 9:40 pmMDW-ITO

17h 45m2 stops

6:55 pm - 12:35 pmITO-MDW

13h 40m2 stops

$724Southwest

Find Deal

Fri, Feb 6 - Tue, Feb 10

6:00 am - 6:00 pmMDW-ITO

16h 00m2 stops

11:16 am - 9:53 amITO-MDW

18h 37m2 stops

$991Delta

Find Deal

Mon, Nov 10 - Fri, Nov 14

6:00 am - 7:01 pmMDW-ITO

17h 01m2 stops

11:16 am - 9:52 amITO-MDW

18h 36m2 stops

$1,024Delta

Find Deal

Wed, Nov 12 - Sun, Nov 16

5:10 am - 6:10 pmMDW-ITO

17h 00m2 stops

6:55 pm - 12:15 pmITO-MDW

13h 20m2 stops

$1,109Southwest

Find Deal

Wed, Nov 26 - Sun, Nov 30

6:00 am - 5:27 pmMDW-ITO

15h 27m2 stops

3:02 pm - 9:19 amITO-MDW

14h 17m2 stops

$1,314Delta

Find Deal

Mon, Nov 24 - Mon, Dec 1

6:00 am - 8:28 pmMDW-ITO

18h 28m2 stops

2:07 pm - 8:54 amITO-MDW

14h 47m2 stops

$1,366Delta

Find Deal

Mon, Nov 24 - Mon, Dec 1

6:00 am - 5:20 pmMDW-ITO

15h 20m2 stops

1:52 pm - 8:54 amITO-MDW

15h 02m2 stops

$1,594Delta

Find Deal

Sat, Nov 8 - Sat, Nov 15

6:00 am - 7:01 pmMDW-ITO

17h 01m2 stops

1:52 pm - 8:54 amITO-MDW

15h 02m2 stops

$1,604Delta

Find Deal

Sat, Nov 8 - Sat, Nov 15

7:20 am - 6:10 pmMDW-ITO

14h 50m2 stops

6:00 am - 11:50 pmITO-MDW

13h 50m2 stops

$2,015Southwest

Find Deal

Sun, Dec 28 - Fri, Jan 2

Delta flights from Chicago Midway Airport to Hilo

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

Delta

Nov 10

MDW6:00 amChicago Midway

16h 00m

2 stops

ITO6:00 pmHilo Intl

Nov 14

ITO11:16 amHilo Intl

18h 37m

2 stops

MDW9:53 amChicago Midway

$991

Find similar

Delta

Nov 12

MDW6:00 amChicago Midway

17h 01m

2 stops

ITO7:01 pmHilo Intl

Nov 16

ITO11:16 amHilo Intl

18h 36m

2 stops

MDW9:52 amChicago Midway

$1,024

Find similar

Delta

Nov 24

MDW6:00 amChicago Midway

15h 27m

2 stops

ITO5:27 pmHilo Intl

Dec 1

ITO3:02 pmHilo Intl

14h 17m

2 stops

MDW9:19 amChicago Midway

$1,314

Find similar

Southwest flights from Chicago Midway Airport to Hilo

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

Southwest

Mar 12

MDW10:05 amChicago Midway

16h 35m

2 stops

ITO9:40 pmHilo Intl

Mar 19

ITO11:45 amHilo Intl

13h 10m

2 stops

MDW5:55 amChicago Midway

$674

Find similar

Southwest

Feb 6

MDW7:55 amChicago Midway

17h 45m

2 stops

ITO9:40 pmHilo Intl

Feb 10

ITO6:55 pmHilo Intl

13h 40m

2 stops

MDW12:35 pmChicago Midway

$724

Find similar

Southwest

Nov 26

MDW5:10 amChicago Midway

17h 00m

2 stops

ITO6:10 pmHilo Intl

Nov 30

ITO6:55 pmHilo Intl

13h 20m

2 stops

MDW12:15 pmChicago Midway

$1,109

Find similar

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 3/12

10:05 am-9:40 pm

2 stops16h 35m

Hilo Intl

Thu 3/19

11:45 am-5:55 am

2 stops13h 10m

$674

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Fri 2/6

7:55 am-9:40 pm

2 stops17h 45m

Hilo Intl

Tue 2/10

6:55 pm-12:35 pm

2 stops13h 40m

$724

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 11/10

6:00 am-6:00 pm

2 stops16h 00m

Hilo Intl

Fri 11/14

11:16 am-9:53 am

2 stops18h 37m

$991

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Wed 11/12

6:00 am-7:01 pm

2 stops17h 01m

Hilo Intl

Sun 11/16

11:16 am-9:52 am

2 stops18h 36m

$1,024

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Wed 11/26

5:10 am-6:10 pm

2 stops17h 00m

Hilo Intl

Sun 11/30

6:55 pm-12:15 pm

2 stops13h 20m

$1,109

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 11/24

6:00 am-5:27 pm

2 stops15h 27m

Hilo Intl

Mon 12/1

3:02 pm-9:19 am

2 stops14h 17m

$1,314

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Mon 11/24

6:00 am-8:28 pm

2 stops18h 28m

Hilo Intl

Mon 12/1

2:07 pm-8:54 am

2 stops14h 47m

$1,366

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sat 11/8

6:00 am-5:20 pm

2 stops15h 20m

Hilo Intl

Sat 11/15

1:52 pm-8:54 am

2 stops15h 02m

$1,594

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sat 11/8

6:00 am-7:01 pm

2 stops17h 01m

Hilo Intl

Sat 11/15

1:52 pm-8:54 am

2 stops15h 02m

$1,604

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Sun 12/28

7:20 am-6:10 pm

2 stops14h 50m

Hilo Intl

Fri 1/2

6:00 am-11:50 pm

2 stops13h 50m

$2,015

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 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

Prices

Airlines

What is the cheapest day to depart on your flight to Hilo?

The cheapest day to depart from Chicago Midway Airport to Hilo is on a Monday. Travelers who choose to depart for Hilo on a Monday will often find tickets for as low as $778. Flights from Chicago Midway Airport to Hilo on a Saturday will generally be more expensive and average around $1,059. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Hilo?

Our data shows that the cheapest Chicago Midway Airport to Hilo flights are usually those with departure times in the morning. Our users have found flights to Hilo in the morning for as low as $849. In contrast, the most expensive time of day to depart to Hilo is in the evening when prices are around $1,423.

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

Direct flights	None

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 14h 50m.
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.