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$221+ Cheap flights from Maui 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — MDW
Nov 18 — Nov 251
1 adult
Mon 11/18
Mon 11/25
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Cheap flight deals from Maui to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Maui (zzFUK) 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 November 13, 2024.

Find flight deals from Maui to Midway

Cheapest flights from Maui to Midway
Explore the most affordable flight options available from Maui to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2024.

This Southwest deal was found by Cheapflights users on 11/11. 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 11/128:00 amOGG - MDW
1 stop10h 00mSouthwest
Sat 11/168:10 amMDW - OGG
1 stop12h 00mSouthwest
Deal found 11/11$579
This Delta deal was found by Cheapflights users on 11/11. 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 11/129:12 pmOGG - MDW
2 stops15h 50mDelta
Fri 11/156:00 amMDW - OGG
2 stops19h 00mDelta
Deal found 11/11$635

Find flights from Maui to Midway within your budget

Customize your flight search to find flights from Maui 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 2,744,491 searches. Data last updated November 13, 2024.

Fly from

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Fly to

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Route

Depart

Return

Price

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 2/3

9:35 am-11:20 pm

1 stop9h 45m

Chicago Midway

Fri 2/7

5:30 am-4:20 pm

1 stop14h 50m

$521

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 2/3

4:45 pm-10:12 am

1 stop13h 27m

Chicago Midway

Mon 2/10

6:00 am-5:39 pm

1 stop15h 39m

$533

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 12/23

4:45 pm-9:23 am

1 stop12h 38m

$221

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 11/27

8:00 am-1:40 am

1 stop13h 40m

$342

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Thu 1/2

11:55 pm-11:08 am

3 stops31h 13m

$1,986

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Best time to book a flight from Maui to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Maui 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.

Travel insights for flights from Maui to Midway

Get recent, data-driven insights about flights from Maui to Midway including ideal travel times, pricing trends, and more.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 November 13, 2024.
Southwest
8.1
Very good
5,048 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,048 reviews
Southwest
8.1
Very good
5,048 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,789 reviews
Southwest
8.1
Very good
5,048 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,803 reviews
Southwest
8.1
Very good
5,048 reviews

Boarding

8.3

Comfort

8.1

Overall

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

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

  • What are the cheapest airlines to fly from Maui to Chicago Midway Airport one-way?

    $221 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Southwest and WestJet, with prices starting from $342 and $1,986, respectively.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Maui to Chicago Midway Airport (average of $159). Flying from Maui to Chicago Midway Airport in July is currently the most expensive (average of $231). 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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