HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Midway (MDW) to Hawaii from $296

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 8/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — HNL
May 18 — May 251
From?
To?
Sat 5/18
Sat 5/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

How far in advance should I book a flight from Chicago Midway Airport to Hawaii?

To save up to 21% on this flight, we recommend booking at least 56 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Hawaii from $670 1-2 weeks out and tickets from $705 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago Midway Airport to Hawaii?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Hawaii. Flights to Hawaii from Chicago Midway Airport in January are about $771 on average during January, but can be found for as low as $371.

When is the cheapest time to fly from Chicago Midway Airport to Hawaii (MDW - HI)?

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 Hawaii as you normally would.

Cheap Delta flights from Midway to Hawaii

Explore cheap flight options specifically provided by Delta for the route between Midway and Hawaii. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Fri 8/169:35 amMDW - OGG
2 stops15h 35mDelta
Thu 8/228:35 pmOGG - MDW
2 stops15h 28mDelta
Deal found 5/12$440
Wed 8/289:35 amMDW - HNL
2 stops15h 44mDelta
Wed 9/43:20 pmHNL - MDW
1 stop12h 24mDelta
Deal found 5/12$452
Fri 9/69:35 amMDW - HNL
1 stop11h 18mDelta
Wed 9/113:20 pmHNL - MDW
1 stop12h 25mDelta
Deal found 5/12$472
Wed 9/49:35 amMDW - HNL
2 stops15h 44mDelta
Fri 9/63:20 pmHNL - MDW
1 stop12h 24mDelta
Deal found 5/12$477
Wed 9/49:35 amMDW - HNL
2 stops15h 44mDelta
Fri 9/61:08 pmHNL - MDW
2 stops16h 18mDelta
Deal found 5/12$482
Wed 9/45:00 pmMDW - OGG
2 stops23h 07mDelta
Tue 9/1712:40 pmOGG - MDW
2 stops19h 22mDelta
Deal found 5/11$512
Fri 8/99:35 amMDW - OGG
2 stops15h 35mDelta
Fri 8/168:35 pmOGG - MDW
2 stops15h 28mDelta
Deal found 5/12$516
Sat 5/189:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
1 stop12h 46mDelta
Deal found 5/13$527
Fri 9/69:35 amMDW - HNL
1 stop11h 18mDelta
Wed 9/1112:20 pmHNL - MDW
2 stops15h 25mDelta
Deal found 5/12$532

Cheap Midway to Hawaii flights in May & June 2024

Find cheap flight options from Midway to Hawaii specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,633,403 searches. Prices were last updated on May 13, 2024.
Sat 5/189:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
1 stop12h 46mDelta
Deal found 5/13$527
Sat 5/189:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
2 stops14h 57mDelta
Deal found 5/13$532
Sat 5/189:32 amMDW - HNL
2 stops15h 05mDelta
Sat 5/253:05 pmHNL - MDW
2 stops14h 57mDelta
Deal found 5/13$537
Mon 5/139:32 amMDW - HNL
1 stop11h 15mDelta
Wed 5/2212:35 pmHNL - MDW
2 stops15h 12mDelta
Deal found 5/12$576
Tue 5/219:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
1 stop12h 46mDelta
Deal found 5/12$586
Mon 5/139:32 amMDW - HNL
2 stops15h 05mDelta
Wed 5/2212:35 pmHNL - MDW
2 stops15h 12mDelta
Deal found 5/12$612
Mon 5/139:32 amMDW - HNL
1 stop11h 15mDelta
Wed 5/223:05 pmHNL - MDW
1 stop13h 01mDelta
Deal found 5/12$630
Wed 5/156:00 amMDW - HNL
1 stop12h 38mDelta
Mon 5/2012:35 pmHNL - MDW
2 stops15h 12mDelta
Deal found 5/12$635
Thu 5/169:46 amMDW - OGG
2 stops13h 43mDelta
Tue 5/219:50 pmOGG - MDW
2 stops15h 17mDelta
Deal found 5/13$642

Midway to Hawaii 2024 flight deals

Discover exclusive flight deals for travel between Midway and Hawaii in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Fri 8/169:35 amMDW - OGG
2 stops15h 35mDelta
Thu 8/228:35 pmOGG - MDW
2 stops15h 28mDelta
Deal found 5/13$440
Wed 8/289:35 amMDW - HNL
2 stops15h 44mDelta
Wed 9/43:20 pmHNL - MDW
1 stop12h 24mDelta
Deal found 5/12$452
Fri 9/69:35 amMDW - HNL
1 stop11h 18mDelta
Wed 9/113:20 pmHNL - MDW
1 stop12h 25mDelta
Deal found 5/12$472
Wed 9/49:35 amMDW - HNL
2 stops15h 44mDelta
Fri 9/63:20 pmHNL - MDW
1 stop12h 24mDelta
Deal found 5/12$477
Wed 9/49:35 amMDW - HNL
2 stops15h 44mDelta
Fri 9/61:08 pmHNL - MDW
2 stops16h 18mDelta
Deal found 5/12$482
Sun 9/19:35 amMDW - HNL
1 stop11h 18mDelta
Sun 9/151:08 pmHNL - MDW
2 stops14h 33mDelta
Deal found 5/12$502
Tue 8/209:35 amMDW - HNL
1 stop11h 18mDelta
Tue 8/279:55 pmHNL - MDW
2 stops14h 08mDelta
Deal found 5/13$507
Wed 9/45:00 pmMDW - OGG
2 stops23h 07mDelta
Tue 9/1712:40 pmOGG - MDW
2 stops19h 22mDelta
Deal found 5/11$512
Fri 8/99:35 amMDW - OGG
2 stops15h 35mDelta
Fri 8/168:35 pmOGG - MDW
2 stops15h 28mDelta
Deal found 5/12$516

Midway to Hawaii flights leaving soon

Find last-minute flight options from Midway to Hawaii for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Sat 5/189:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
1 stop12h 46mDelta
Deal found 5/13$527
Sat 5/189:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
2 stops14h 57mDelta
Deal found 5/13$532
Sat 5/189:32 amMDW - HNL
2 stops15h 05mDelta
Sat 5/253:05 pmHNL - MDW
2 stops14h 57mDelta
Deal found 5/13$537
Tue 5/219:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
1 stop12h 46mDelta
Deal found 5/12$586
Tue 5/219:32 amMDW - HNL
1 stop11h 15mDelta
Sun 5/2612:35 pmHNL - MDW
2 stops15h 12mDelta
Deal found 5/12$645
Sat 5/189:32 amMDW - KOA
2 stops14h 03mDelta
Sat 5/258:42 pmKOA - MDW
2 stops15h 13mDelta
Deal found 5/13$734
Tue 5/219:32 amMDW - HNL
1 stop11h 15mDelta
Thu 6/69:42 pmHNL - MDW
2 stops14h 22mDelta
Deal found 5/12$776
Sun 5/199:46 amMDW - KOA
2 stops13h 49mDelta
Fri 5/249:40 pmKOA - MDW
2 stops14h 15mDelta
Deal found 5/12$812
Sun 5/199:32 amMDW - HNL
1 stop11h 15mDelta
Sat 5/253:05 pmHNL - MDW
1 stop12h 46mDelta
Deal found 5/12$857

One-way flights to Hawaii from Midway

Search for one-way flight options from Midway to Hawaii. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Sat 8/319:35 amMDW - KOA
2 stops13h 50mDelta
Deal found 5/12$296
Wed 5/156:00 amMDW - HNL
1 stop12h 38mDelta
Deal found 5/12$310
Wed 5/159:46 amMDW - HNL
2 stops14h 12mDelta
Deal found 5/12$315
Sat 5/189:32 amMDW - OGG
2 stops13h 57mDelta
Deal found 5/12$315
Sat 7/279:24 amMDW - HNL
1 stop11h 37mDelta
Deal found 5/12$401
Wed 7/249:33 amMDW - HNL
2 stops16h 22mDelta
Deal found 5/12$406
Tue 5/289:46 amMDW - OGG
2 stops13h 43mDelta
Deal found 5/12$406
Tue 6/49:32 amMDW - LIH
2 stops16h 23mDelta
Deal found 5/12$409
Sat 8/319:35 amMDW - ITO
2 stops13h 34mDelta
Deal found 5/12$419

Find flights from Midway to Hawaii within your budget

Customize your flight search to find flights from Midway to Hawaii 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 2,633,403 searches. Data last updated May 13, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$440 - $537

Route

Depart

Return

Price

Chicago MidwayKahului

MDW - OGG

MDWOGG

Chicago Midway

Fri 8/16

2 stops15h 35m

Kahului

Thu 8/22

2 stops15h 28m

$440

Chicago MidwayHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 8/28

2 stops15h 44m

Honolulu

Wed 9/4

1 stop12h 24m

$452

Chicago MidwayHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 9/6

1 stop11h 18m

Honolulu

Wed 9/11

1 stop12h 25m

$472

Chicago MidwayHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 9/4

2 stops15h 44m

Honolulu

Fri 9/6

1 stop12h 24m

$477

Chicago MidwayHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 9/4

2 stops15h 44m

Honolulu

Fri 9/6

2 stops16h 18m

$482

Chicago MidwayKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 9/4

2 stops23h 07m

Kahului

Tue 9/17

2 stops19h 22m

$512

Chicago MidwayKahului

MDW - OGG

MDWOGG

Chicago Midway

Fri 8/9

2 stops15h 35m

Kahului

Fri 8/16

2 stops15h 28m

$516

Chicago MidwayHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 9/6

1 stop11h 18m

Honolulu

Wed 9/11

2 stops15h 25m

$532

Chicago MidwayHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 8/20

1 stop11h 18m

Honolulu

Tue 8/27

2 stops14h 08m

$537

Flights are sorted by cheapest first

Deals found on 5/12

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Hawaii

Get insights into the airlines that provide service to Hawaii. 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 Hawaii. Reviews last updated May 13, 2024.
Delta
8.0
Very good
10,736 reviews
Check prices

Entertainment

8.0

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,736 reviews
Delta
8.0
Very good
10,736 reviews
Check prices

Entertainment

8.0

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

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

  • Can I find flights from Chicago Midway Airport to Hawaii for under $500 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Hawaii for under $500. The cheapest flight booked recently is on Delta for just $440, but on average you can expect to pay $536.

  • Are there last-minute flights available from Chicago Midway Airport to Hawaii for under $600?

    There are currently 20+ open flights from Chicago Midway Airport to Hawaii within the next 7 days for less than $600.

  • What are the most popular routes from Chicago Midway Airport to Hawaii?

    While some choose either Chicago Midway - Kahului or Chicago Midway - Kona Intl, Chicago Midway - Honolulu is the most popular route from Chicago Midway Airport to Hawaii.

  • What does MDW to HNL mean?

    MDW stands for Chicago Midway Airport, while HNL stands for Honolulu Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Kahului Airport (OGG), Kona Intl Airport (KOA), Lihue Airport (LIH), Hilo Intl Airport (ITO), Kapalua West Maui Airport (JHM) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Midway to Hawaii that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Hawaii flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Hawaii with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Hawaii flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Midway to Hawaii that allow pets onboard?

    Many airlines flying from Midway to Hawaii offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Hawaii?

    Yes, you can often find last-minute deals on Midway to Hawaii flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Hawaii flight deals updated?

    The Chicago Midway Airport to Hawaii flight deals you see on this page were last updated on 5/13.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Hawaii
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Seattle flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Orlando flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Newark flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Boston flights
O'Hare Intl to San Francisco flights
O'Hare Intl to Miami flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
Midway to LaGuardia flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Reagan-National flights
Midway to Newark flights
O'Hare Intl to Denver flights
O'Hare Intl to Baltimore flights
Midway to Seattle flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Atlanta flights
Midway to Los Angeles flights
O'Hare Intl to San Diego flights
O'Hare Intl to Philadelphia flights
Midway to Las Vegas flights
O'Hare Intl to Hobby flights
O'Hare Intl to Austin flights
O'Hare Intl to Salt Lake City flights
Midway to Boston flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Ontario flights
O'Hare Intl to Nashville flights
Midway to Atlanta flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Honolulu flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Oakland flights
O'Hare Intl to Portland flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to Santa Ana flights
Midway to Reagan-National flights
Midway to Miami flights
O'Hare Intl to Burbank flights
O'Hare Intl to Raleigh flights
O'Hare Intl to Asheville flights
O'Hare Intl to Charleston flights
O'Hare Intl to Minneapolis flights
Midway to Fort Lauderdale flights
Midway to Dulles Intl flights

Top 2 airlines flying from Midway to Hawaii

Discover the top 2 airlines that operate flights from Midway to Hawaii. 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 2,633,403 searches. Data last updated May 13, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$483Average$1,077FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$659Average$958FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
California to Hawaii flights
USA to Australia flights
San Diego to Las Vegas flights
San Francisco to Las Vegas flights
New York to Nashville flights
San Francisco to Cabo San Lucas flights
Dallas to Philadelphia flights
New York to Orlando flights
Minneapolis to Nashville flights
Portland to Denver flights
Newark Airport to Fort Lauderdale flights
Chicago Midway Airport to Iowa flights

Search flights from Midway to Hawaii by cabin class

Find flights from Midway to Hawaii, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Ordu/Giresun
Flights to Hakodate
Flights to Gazipasa
Flights to Kirkwall Arpt
Flights to Skiathos
Flights to Bourgas
Flights to Kalamata
Flights to Menorca/Mahon
Flights to Mytilene
Flights to Mason City
Flights to Pau Pyrénées
Flights to Neiva La Marguita
Flights to Cortez Montezuma County
Flights to Biarritz Parme
Flights to Parikia Paros
Flights to Ohrid
Flights to Edremit/Korfez
Flights to Naxos
Flights to Dalaman
Flights to Lublin
Flights to Miyakojima Hirara
Flights to Champaign University-Willard
Flights to Kagoshima
Flights to Constanţa Mihail Kogalniceanu

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway to Hawaii?

When you search for this flight from Midway to Hawaii, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Midway to Hawaii?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Hawaii from Midway.

Can Cheapflights find flights from Midway to Hawaii with no change fees?

Need flexible booking options for your flight to Hawaii from Midway? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Midway to Hawaii become cheaper?

Not ready to book yet? You can track prices for flights from Midway to Hawaii on Cheapflights with our Price Alert feature and get notified when better prices are available.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines