How long is the flight from Chicago Midway Airport to Honolulu?

Departing from Chicago Midway Airport to Honolulu will take you 15h 55m. Chicago Midway Airport and Honolulu are separated by a distance of 4243 mi.

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

Delta, at $442, 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 40% below the average price you’ll pay for this route.

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.

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).

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Honolulu as you normally would.

Most accurate provider : When it comes to deals on Chicago Midway Airport-Honolulu flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Honolulu flight deals on Cheapflights vs. eDreams >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.

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.

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.

$280+ Flights from Chicago Midway Airport to Honolulu

Q: How much does it cost to fly round-trip from Chicago Midway Airport to Honolulu?

Airfare is typical for this route at the moment. Chicago Midway Airport to Honolulu flights typically cost between $423 and $465 in January. The cheapest round-trip price found within the last 3 days was $456 on Delta (Jan 26-Feb 6).

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Cheap 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 December 28, 2025.

Wed 12/315:00 amMDW - HNL

2 stops14h 00mSouthwest

Wed 1/712:30 pmHNL - MDW

2 stops12h 35mSouthwest

Deal found 12/26

$774

Mon 12/295:10 amMDW - HNL

1 stop12h 50mSouthwest

Thu 1/812:30 pmHNL - MDW

2 stops12h 35mSouthwest

Deal found 12/25

$798

Mon 12/295:10 amMDW - HNL

1 stop12h 50mSouthwest

Wed 12/319:00 pmHNL - MDW

1 stop14h 00mSouthwest

Deal found 12/25

$873

Wed 12/316:00 amMDW - HNL

1 stop15h 00mDelta

Tue 1/65:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/26

$920

Fri 12/265:10 amMDW - HNL

1 stop11h 55mSouthwest

Wed 12/319:00 pmHNL - MDW

1 stop14h 00mSouthwest

Deal found 12/25

$928

Best flights from Midway to Honolulu
Discover carefully curated flight deals from Midway to Honolulu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 28, 2025.

Sat 1/319:33 amMDW - HNL

2 stops15h 55mDelta

Wed 2/45:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/27

$456

Wed 3/119:35 amMDW - HNL

2 stops16h 18mDelta

Tue 3/174:20 pmHNL - MDW

2 stops15h 09mDelta

Deal found 12/26

$481

Tue 3/249:30 amMDW - HNL

2 stops16h 23mDelta

Tue 3/3112:59 pmHNL - MDW

2 stops14h 51mDelta

Deal found 12/26

$481

Sun 3/157:20 pmMDW - HNL

2 stops20h 47mDelta

Tue 3/244:20 pmHNL - MDW

1 stop11h 30mDelta

Deal found 12/26

$484

Wed 3/189:35 amMDW - HNL

2 stops16h 18mDelta

Thu 3/2612:35 pmHNL - MDW

2 stops15h 15mDelta

Deal found 12/26

$489

Wed 2/46:00 amMDW - HNL

1 stop13h 10mDelta

Mon 2/94:45 pmHNL - MDW

1 stop12h 07mDelta

Deal found 12/26

$502

Mon 2/26:00 amMDW - HNL

1 stop13h 10mDelta

Sat 2/141:55 pmHNL - MDW

2 stops14h 59mDelta

Deal found 12/26

$505

Tue 2/39:33 amMDW - HNL

2 stops15h 55mDelta

Sat 2/141:55 pmHNL - MDW

2 stops14h 59mDelta

Deal found 12/26

$511

Wed 1/216:00 amMDW - HNL

2 stops19h 28mDelta

Tue 1/275:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/27

$520

Sun 3/157:20 pmMDW - HNL

2 stops20h 47mDelta

Thu 3/2612:35 pmHNL - MDW

2 stops15h 15mDelta

Deal found 12/26

$526

Fri 3/137:20 pmMDW - HNL

2 stops20h 46mDelta

Tue 3/2410:30 pmHNL - MDW

2 stops15h 10mDelta

Deal found 12/26

$542

Tue 3/39:34 amMDW - HNL

2 stops15h 54mDelta

Thu 3/1212:35 pmHNL - MDW

2 stops15h 15mDelta

Deal found 12/27

$558

Last-minute flights from Midway to Honolulu
Discover last-minute flight deals from Midway to Honolulu. Data last updated December 28, 2025 and is based on user searches.

Sun 1/188:19 pmMDW - HNL

2 stops21h 54mMultiple Airlines

Sat 1/3110:03 amHNL - MDW

1 stop25h 55mMultiple Airlines

Deal found 12/26

$499

Tue 1/206:00 amMDW - HNL

2 stops19h 28mDelta

Wed 2/45:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/27

$476

Tue 1/206:00 amMDW - HNL

2 stops19h 28mDelta

Tue 1/275:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/27

$477

Tue 1/206:00 amMDW - HNL

2 stops19h 28mDelta

Tue 2/31:55 pmHNL - MDW

2 stops14h 57mDelta

Deal found 12/27

$482

Wed 1/216:00 amMDW - HNL

2 stops19h 28mDelta

Mon 1/264:44 pmHNL - MDW

1 stop12h 08mDelta

Deal found 12/26

$520

Thu 1/226:00 amMDW - HNL

1 stop13h 10mDelta

Thu 1/295:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/26

$502

Fri 1/236:00 amMDW - HNL

1 stop13h 10mDelta

Thu 1/295:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/27

$483

Sat 1/319:33 amMDW - HNL

2 stops15h 55mDelta

Wed 2/45:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/27

$456

One-way flights from Midway to Honolulu
Search for one-way flight options from Midway to Honolulu. Find affordable one-way fares based on user searches. Data last updated December 28, 2025.

Fri 2/206:00 amMDW - HNL

1 stop13h 11mDelta

Deal found 12/25

$280

Tue 2/36:00 amMDW - HNL

1 stop13h 10mDelta

Deal found 12/27

$282

Sat 1/171:28 pmMDW - HNL

2 stops26h 27mDelta

Deal found 12/26

$287

Fri 2/208:58 pmMDW - HNL

3 stops28h 28mMultiple Airlines

Deal found 12/25

$289

Sat 3/149:16 pmMDW - HNL

2 stops43h 49mMultiple Airlines

Deal found 12/27

$300

Fri 1/236:00 amMDW - HNL

1 stop13h 10mDelta

Deal found 12/26

$312

Mon 1/129:15 amMDW - HNL

2 stops40h 06mMultiple Airlines

Deal found 12/26

$316

Thu 2/123:00 pmMDW - HNL

3 stops34h 01mMultiple Airlines

Deal found 12/27

$327

Fri 1/98:25 amMDW - HNL

1 stop12h 05mSouthwest

Deal found 12/26

$357

Wed 12/313:10 pmMDW - HNL

3 stops34h 21mMultiple Airlines

Deal found 12/25

$370

Find flight deals from Midway to Honolulu

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$456 (Delta)
One-way from	$280 (Delta)
Popular in	July
Cheapest in	January
Average price	$778

Provider with most accurate pricing for Chicago Midway-Honolulu flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago Midway-Honolulu flights.

Search Deals

From Chicago Midway to Honolulu

Search Deals

One-way flight from Chicago Midway to Honolulu

Search Deals

Highest demand for flights based on searches. 12% potential increase in price ($106 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sat 1/31

9:33 am-9:28 pm

2 stops15h 55m

Honolulu

Wed 2/4

5:15 pm-9:08 am

1 stop11h 53m

$456

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 3/11

9:35 am-8:53 pm

2 stops16h 18m

Honolulu

Tue 3/17

4:20 pm-12:29 pm

2 stops15h 09m

$481

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 3/24

9:30 am-8:53 pm

2 stops16h 23m

Honolulu

Tue 3/31

12:59 pm-8:50 am

2 stops14h 51m

$481

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 3/15

7:20 pm-11:07 am

2 stops20h 47m

Honolulu

Tue 3/24

4:20 pm-8:50 am

1 stop11h 30m

$484

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 3/18

9:35 am-8:53 pm

2 stops16h 18m

Honolulu

Thu 3/26

12:35 pm-8:50 am

2 stops15h 15m

$489

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 2/4

6:00 am-3:10 pm

1 stop13h 10m

Honolulu

Mon 2/9

4:45 pm-8:52 am

1 stop12h 07m

$502

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Mon 2/2

6:00 am-3:10 pm

1 stop13h 10m

Honolulu

Sat 2/14

1:55 pm-8:54 am

2 stops14h 59m

$505

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 2/3

9:33 am-9:28 pm

2 stops15h 55m

Honolulu

Sat 2/14

1:55 pm-8:54 am

2 stops14h 59m

$511

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 1/21

6:00 am-9:28 pm

2 stops19h 28m

Honolulu

Tue 1/27

5:15 pm-9:08 am

1 stop11h 53m

$520

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 3/15

7:20 pm-11:07 am

2 stops20h 47m

Honolulu

Thu 3/26

12:35 pm-8:50 am

2 stops15h 15m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 22 results

Compare providers for flights from Midway to Honolulu

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Honolulu in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Honolulu flight deals on Cheapflights vs. eDreams >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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Honolulu (average of $310). Flying from Chicago Midway Airport to Honolulu in July is currently the most expensive (average of $886). 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.

How much does it cost to fly round-trip from Chicago Midway Airport to Honolulu?

Reviews of airlines servicing Honolulu

Read reviews from past customers who have flown Southwest and Delta from Chicago Midway Airport to Honolulu. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,256 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Southwest

8.0

Very good

4,256 reviews

Southwest

8.0

Very good

4,256 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Delta

7.9

Good

8,018 reviews

Southwest

8.0

Very good

4,256 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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.
How long is the flight from Chicago Midway Airport to Honolulu?
Departing from Chicago Midway Airport to Honolulu will take you 15h 55m. Chicago Midway Airport and Honolulu are separated by a distance of 4243 mi.
What are the cheapest airlines flying from Chicago Midway Airport to Honolulu round-trip?
Delta, at $442, 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 40% 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Honolulu (average of $310). Flying from Chicago Midway Airport to Honolulu in July is currently the most expensive (average of $886). 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.

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Other flights to Honolulu

Top 2 airlines flying from Midway to Honolulu

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$442	Average$613	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$598	Average$768	FlexibilityNo cancel fee	On-time63%

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$280+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Honolulu with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to Honolulu

Cheapest flights from Midway to HonoluluExplore 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 December 28, 2025.

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 December 28, 2025.

Find flight deals from Midway to Honolulu

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

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 December.

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.

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?

How much does it cost to fly round-trip from Chicago Midway Airport to Honolulu?

Reviews of airlines servicing Honolulu

Read reviews from past customers who have flown Southwest and Delta from Chicago Midway Airport to Honolulu. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

How long is the flight from Chicago Midway Airport to Honolulu?

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

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

How can I find direct flights from Midway to Honolulu?

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

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

Traveling to a place near Honolulu?

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Alternative routes for Midway to Honolulu

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Midway to Honolulu

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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 December 28, 2025.