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$336+ Cheap flights from Honolulu (HNL) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — MDW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Honolulu to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Honolulu (HNL) to Midway (MDW). 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 July 3, 2025.

Round-trip from

$705
(Delta)

One-way from

$336
(Delta)

Popular in

June

Cheapest in

November

Average price

$875
From Honolulu to Chicago Midway
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One-way flight from Honolulu to Chicago Midway
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Highest demand for flights based on searches. 8% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Honolulu to Midway

Cheapest flights from Honolulu to Midway
Explore the most affordable flight options available from Honolulu to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Delta deal was found by Cheapflights users on 7/2. 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.
Mon 8/1810:06 pmHNL - MDW
2 stops14h 31mDelta
Mon 9/16:00 amMDW - HNL
1 stop12h 15mDelta
Deal found 7/2$705
This Southwest deal was found by Cheapflights users on 7/3. 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.
Sun 8/318:15 amHNL - MDW
2 stops15h 45mSouthwest
Sun 9/75:30 amMDW - HNL
2 stops15h 35mSouthwest
Deal found 7/3$716

Cheapflights Fare Finder

Customize your flight search to find flights from Honolulu to Midway 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 July 3, 2025.
Use the filters below to find and compare flights from Honolulu to Chicago Midway Airport that are best for you.

Fly from

Honolulu

Fly to

Midway

Route

Depart

Return

Price

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Mon 8/18

10:06 pm-5:37 pm

2 stops14h 31m

Chicago Midway

Mon 9/1

6:00 am-1:15 pm

1 stop12h 15m

$705

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Sun 8/31

8:15 am-5:00 am

2 stops15h 45m

Chicago Midway

Sun 9/7

5:30 am-4:05 pm

2 stops15h 35m

$716

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Wed 11/19

4:00 pm-9:51 am

1 stop13h 51m

$336

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Sat 10/4

9:00 pm-5:05 pm

2 stops15h 05m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from Honolulu to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Honolulu 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 Honolulu to Chicago Midway Airport

What is the cheapest time of day to fly from HNL to MDW?

Find hourly flight availability from Honolulu to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

It’s optimal to fly from Honolulu to Chicago Midway Airport at noon. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the afternoon.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 3, 2025.
Read through reviews of airlines operating flights from Honolulu to Chicago Midway Airport, such as Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

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
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

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 Honolulu to Midway. 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 from for flights from Honolulu to Chicago Midway?

    Honolulu (HNL), located 4.4 mi from the city center, is the airport you fly out of when you book flights from Honolulu to Chicago Midway. 2 airlines have flights from Honolulu to Chicago Midway on a regular basis. Booking flights from Honolulu to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • What are the cheapest airlines flying from Honolulu to Chicago Midway Airport round-trip?

    Flying on Delta is currently your cheapest option to Chicago Midway Airport, with prices starting at $705. Another option worth looking into is Southwest, starting at $716 round trip.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Honolulu to Midway 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 Honolulu to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Honolulu to Chicago Midway Airport (average of $160). Flying from Honolulu to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Honolulu?

Book flights to Honolulu if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Top 2 airlines flying from Honolulu to Midway

Discover the top 2 airlines that operate flights from Honolulu to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$421Average$548FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$606Average$783FlexibilityNo cancel feeOn-time63%

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