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Hilo

$729+ Cheap flights from Midway (MDW) to Hilo (ITO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — ITO
Jun 16 — Jun 231
Mon 6/16
Mon 6/23
1 adult, Economy
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Cheap flight deals from Midway to Hilo

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Hilo (ITO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 11, 2025.

Round-trip from

$729
(Southwest)

Popular in

June

Cheapest in

November

Average price

$1,228
From Chicago Midway to Hilo Intl
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($111 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

Find flight deals from Midway to Hilo

Cheapest flights from Midway to Hilo
Explore the most affordable flight options available from Midway to Hilo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 2025.

This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/56:10 amMDW - ITO
2 stops13h 30mSouthwest
Tue 8/126:55 pmITO - MDW
2 stops14h 00mSouthwest
Deal found 6/8$729
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:00 amMDW - ITO
2 stops15h 54mDelta
Tue 7/2212:14 pmITO - MDW
2 stops15h 30mDelta
Deal found 6/10$1,274

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Hilo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Hilo that are best for you.

Fly from

Midway

Fly to

Hilo

Route

Depart

Return

Price

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Tue 8/5

6:10 am-2:40 pm

2 stops13h 30m

Hilo Intl

Tue 8/12

6:55 pm-1:55 pm

2 stops14h 00m

$729

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Tue 7/15

6:00 am-4:54 pm

2 stops15h 54m

Hilo Intl

Tue 7/22

12:14 pm-8:44 am

2 stops15h 30m

$1,274

ChicagoHilo

MDW - ITO

MDWITO

Chicago Midway

Wed 7/23

6:00 am-4:54 pm

2 stops15h 54m

$951

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Best time to book a flight from Midway to Hilo

Have a flexible travel schedule? Discover the best time to fly to Hilo from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Hilo

Rainfall in Hilo by month

Plan your trip to Hilo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilo ranges from 7.4 - 15.5 inches per month. November is typically the wettest month, when rainfall can reach 15.5 in. June is typically the driest time to visit Hilo when rainfall is around 7.4 in.

Temperature in Hilo by month

Plan your trip to Hilo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilo, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 71.6 F).

Reviews of airlines servicing Hilo

Get insights into the airlines that provide service to Hilo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilo. Reviews last updated June 11, 2025.
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,289 reviews
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,951 reviews
Southwest
8.0
Very good
4,289 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Midway to Hilo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilo from Chicago Midway?

    If you book a flight to Hilo from Chicago Midway, you will be flying to Hilo Intl, which is the city’s only airport. Hilo Intl (ITO) is located 3.0 mi from the center of Hilo. There are 0 flights from Chicago Midway to Hilo Intl per day from 0 different airlines.

  • Can I find deals for flights from Midway to Hilo that include hotel bookings?

    Yes. In addition to deals on Midway to Hilo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Hilo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Hilo.

  • Can I find deals for business class flights from Midway to Hilo?

    Yes. Cheapflights offers flight deals from Midway to Hilo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Hilo?

    Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Hilo (average of $330). Flying from Chicago Midway Airport to Hilo in July is currently the most expensive (average of $726). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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