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$297+ Cheap flights from Midway (MDW) to Honolulu (HNL)

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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HNL
Apr 21 — Apr 281
Mon 4/21
Mon 4/28
1 adult, Economy
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Cheap flight deals from Midway to Honolulu

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Honolulu (HNL). 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 April 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$429
(Delta)

One-way from

$297
(eDestinos)

Popular in

June

Cheapest in

February

Average price

$640
Provider with most accurate pricing for Chicago Midway-Honolulu flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Honolulu flights.
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From Chicago Midway to Honolulu
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One-way flight from Chicago Midway to Honolulu
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Highest demand for flights based on searches. 16% potential increase in price ($145 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Midway to Honolulu

Cheapest flights from Midway to Honolulu
Explore the most affordable flight options available from Midway to Honolulu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 16, 2025.

This Delta deal was found by Cheapflights users on 4/15. 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 5/610:20 amMDW - HNL
2 stops15h 21mDelta
Mon 5/123:21 pmHNL - MDW
1 stop12h 19mDelta
Deal found 4/15$429
This Trip.com deal was found by Cheapflights users on 4/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/58:03 pmMDW - HNL
2 stops29h 37mMultiple Airlines
Tue 5/1311:55 pmHNL - MDW
2 stops31h 29mMultiple Airlines
Deal found 4/15$526
This Southwest deal was found by Cheapflights users on 4/14. 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 9/91:35 pmMDW - HNL
1 stop12h 25mSouthwest
Tue 9/1611:35 amHNL - MDW
2 stops12h 25mSouthwest
Deal found 4/14$539

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Honolulu 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 April 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Honolulu that are best for you.

Fly from

Midway

Fly to

Honolulu

Route

Depart

Return

Price

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 5/6

10:20 am-8:41 pm

2 stops15h 21m

Honolulu

Mon 5/12

3:21 pm-8:40 am

1 stop12h 19m

$429

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 5/5

8:03 pm-8:40 pm

2 stops29h 37m

Honolulu

Tue 5/13

11:55 pm-12:24 pm

2 stops31h 29m

$526

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 5/6

5:35 am-1:05 pm

1 stop12h 30m

Honolulu

Mon 5/12

12:10 pm-5:15 am

1 stop12h 05m

$562

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 5/14

2:12 pm-3:27 pm

3 stops30h 15m

$297

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 5/7

6:00 am-1:29 pm

1 stop12h 29m

$302

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 5/13

12:35 pm-9:00 pm

1 stop13h 25m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Compare providers for flights from Midway to Honolulu

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Honolulu in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Honolulu flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Honolulu flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Honolulu flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Honolulu flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Honolulu flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Honolulu

Have a flexible travel schedule? Discover the best time to fly to Honolulu 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 Honolulu

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

Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Honolulu (average of $469). Flying from Chicago Midway Airport to Honolulu in June is currently the most expensive (average of $687). 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.

Rainfall in Honolulu by month

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

In terms of precipitation, rainfall in Honolulu ranges from 0.3 - 3.2 inches per month. December is typically the wettest month, when rainfall can reach 3.2 in. June is typically the driest time to visit Honolulu when rainfall is around 0.3 in.

Temperature in Honolulu by month

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

If weather is an important factor for your trip to Honolulu, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

Reviews of airlines servicing Honolulu

Get insights into the airlines that provide service to Honolulu. 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 Honolulu. Reviews last updated April 16, 2025.
Peruse reviews from past customers who have flown with Southwest and Delta from Chicago to Honolulu to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,282 reviews
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,282 reviews

Crew

8.6

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Midway to Honolulu. 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 Honolulu from Chicago Midway?

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

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

    Delta, at $429, was found to be the cheapest airline from Chicago Midway Airport to Honolulu. An alternate airline flying to your destination would be Southwest. Delta is currently priced 42% below the average price you’ll pay for this route.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Honolulu (average of $469). Flying from Chicago Midway Airport to Honolulu in June is currently the most expensive (average of $687). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Aiea
Kahuku

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Top 2 airlines flying from Midway to Honolulu

Discover the top 2 airlines that operate flights from Midway to Honolulu. 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 April 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$431Average$856FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$522Average$748FlexibilityNo cancel feeOn-time63%

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