$208+ Cheap flights from Midway (MDW) to Hawaii
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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Hawaii with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Hawaii
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Hawaii (USHI). 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 January 21, 2025.
Round-trip from | $433 (eDestinos) |
|---|---|
One-way from | $222 (Delta) |
Find flight deals from Midway to Hawaii
Cheapest flights from Midway to HawaiiExplore the most affordable flight options available from Midway to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
Explore the most affordable flight options available from Midway to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
This eDestinos deal was found by Cheapflights users on 1/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/20. 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.
This Delta deal was found by Cheapflights users on 1/20. 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.
This Delta deal was found by Cheapflights users on 1/20. 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.
This Southwest deal was found by Cheapflights users on 1/20. 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.
This Southwest deal was found by Cheapflights users on 1/20. 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.
This Southwest deal was found by Cheapflights users on 1/20. 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.
This Southwest deal was found by Cheapflights users on 1/20. 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.
This Delta deal was found by Cheapflights users on 1/19. 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.
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/21. 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.
This Delta deal was found by Cheapflights users on 1/20. 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.
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 2,558,603 searches. Data last updated January 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Mon 3/3
8:44 pm-9:00 pm
2 stops28h 16m
Honolulu
Sun 3/9
10:15 pm-5:31 am
2 stops26h 16m
ChicagoKahului
MDW - OGG
MDWOGG
Chicago Midway
Mon 2/24
6:00 am-5:39 pm
1 stop15h 39m
Kahului
Mon 3/3
5:25 pm-10:12 am
1 stop12h 47m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 2/19
9:33 am-9:56 pm
2 stops16h 23m
Honolulu
Wed 2/26
4:50 pm-8:51 am
1 stop12h 01m
ChicagoLihue
MDW - LIH
MDWLIH
Chicago Midway
Wed 2/5
9:33 am-8:09 pm
2 stops14h 36m
Lihue
Sun 2/9
10:51 pm-5:43 pm
2 stops14h 52m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 4/15
6:00 am-12:50 pm
1 stop11h 50m
Honolulu
Wed 4/23
11:15 am-5:20 am
1 stop13h 05m
ChicagoKahului
MDW - OGG
MDWOGG
Chicago Midway
Wed 4/30
6:00 am-12:25 pm
1 stop11h 25m
Kahului
Sun 5/4
8:30 pm-12:30 pm
1 stop11h 00m
ChicagoKailua-Kona
MDW - KOA
MDWKOA
Chicago Midway
Tue 3/4
7:20 am-3:50 pm
1 stop12h 30m
Kona Intl
Tue 3/11
1:05 pm-11:55 am
2 stops17h 50m
ChicagoKailua-Kona
MDW - KOA
MDWKOA
Chicago Midway
Fri 4/25
10:15 am-6:39 pm
2 stops13h 24m
Kona Intl
Sat 5/3
8:30 pm-2:22 pm
2 stops12h 52m
ChicagoKahului
MDW - OGG
MDWOGG
Chicago Midway
Thu 3/6
7:00 am-10:56 pm
2 stops19h 56m
Kahului
Thu 3/13
12:30 pm-8:45 am
2 stops15h 15m
ChicagoLihue
MDW - LIH
MDWLIH
Chicago Midway
Mon 4/7
8:15 am-5:25 pm
1 stop14h 10m
Lihue
Mon 4/14
9:00 am-1:20 am
1 stop11h 20m
Best time to book a flight from Midway to Hawaii
Have a flexible travel schedule? Discover the best time to fly to Hawaii from Midway with our price prediction graph.
Travel insights for flights from Midway to Hawaii
Get recent, data-driven insights about flights from Midway to Hawaii including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Chicago Midway Airport to Hawaii?
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Hawaii (average of $469). Flying from Chicago Midway Airport to Hawaii 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.
What is the cheapest time of day to fly from MDW to HI?
Find hourly flight availability from Midway to Hawaii. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.
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.
Rainfall in Hawaii by month
Plan your trip to Hawaii by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Hawaii 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 Hawaii when rainfall is around 0.3 in.
Temperature in Hawaii by month
Plan your trip to Hawaii by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Hawaii, 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 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 January 21, 2025.
Read through reviews of airlines operating flights from Chicago to Hawaii, such as Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Boarding
Crew
Entertainment
Overall
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
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.
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Alternative routes for Midway to Hawaii
See prices for flight routes from nearby airports that may be better suited for you.
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 2,558,603 searches. Data last updated January 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$442 | Average$884 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$463 | Average$721 | FlexibilityNo cancel fee | On-time63% |