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Midway

$62+ Cheap flights from Maine 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MDW
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Maine to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Maine (USME) 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 21, 2024.

Find flight deals from Maine to Midway

Cheapest flights from Maine to Midway
Explore the most affordable flight options available from Maine to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:00 amBOS - MDW
1 stop6h 42mFrontier
Fri 12/137:00 amMDW - BOS
1 stop16h 30mFrontier
Deal found 11/20$124
This Southwest deal was found by Cheapflights users on 11/21. 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.
Wed 12/47:00 amBOS - MDW
Nonstop2h 45mSouthwest
Mon 12/96:25 pmMDW - BOS
Nonstop2h 10mSouthwest
Deal found 11/21$158
This Delta deal was found by Cheapflights users on 11/20. 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.
Tue 12/176:05 amPWM - MDW
2 stops11h 56mDelta
Wed 12/184:58 pmMDW - PWM
1 stop6h 12mDelta
Deal found 11/20$233
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1311:40 amPWM - MDW
2 stops10h 30mSouthwest
Tue 1/75:35 amMDW - PWM
2 stops8h 25mSouthwest
Deal found 11/19$308
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/318:01 pmPWM - MDW
1 stop14h 54mFrontier
Sat 1/46:49 pmMDW - PWM
1 stop23h 02mFrontier
Deal found 11/21$313
This Delta deal was found by Cheapflights users on 11/20. 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.
Tue 12/31:03 pmBOS - MDW
1 stop4h 59mDelta
Wed 12/49:31 amMDW - BOS
1 stop5h 19mDelta
Deal found 11/20$316
This Delta deal was found by Cheapflights users on 11/19. 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.
Mon 12/96:00 amBGR - MDW
2 stops7h 50mDelta
Thu 12/1911:48 amMDW - BGR
2 stops10h 43mDelta
Deal found 11/19$578
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/264:58 pmPWM - MDW
3 stops21h 37mMultiple Airlines
Thu 11/283:41 pmMDW - PWM
3 stops24h 53mMultiple Airlines
Deal found 11/21$1,091
This Mytrip deal was found by Cheapflights users on 11/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/54:43 pmPWM - MDW
3 stops21h 48mWestJet
Mon 12/99:38 amMDW - PWM
3 stops25h 11mWestJet
Deal found 11/20$1,543

Find flights from Maine to Midway within your budget

Customize your flight search to find flights from Maine 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 12/11

6:00 am-11:42 am

1 stop6h 42m

Chicago Midway

Fri 12/13

7:00 am-12:30 am

1 stop16h 30m

$124

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 12/4

7:00 am-8:45 am

Nonstop2h 45m

Chicago Midway

Sat 12/7

8:05 am-11:20 am

Nonstop2h 15m

$158

PortlandChicago

PWM - MDW

PWMMDW

Portland

Tue 12/17

6:05 am-5:01 pm

2 stops11h 56m

Chicago Midway

Wed 12/18

4:58 pm-12:10 am

1 stop6h 12m

$233

PortlandChicago

PWM - MDW

PWMMDW

Portland

Fri 1/3

6:10 pm-10:00 pm

1 stop4h 50m

Chicago Midway

Mon 1/6

5:30 pm-10:30 pm

1 stop4h 00m

$298

PortlandChicago

PWM - MDW

PWMMDW

Portland

Tue 12/31

8:01 pm-9:55 am

1 stop14h 54m

Chicago Midway

Sat 1/4

6:49 pm-6:51 pm

1 stop23h 02m

$313

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 12/3

1:03 pm-5:02 pm

1 stop4h 59m

Chicago Midway

Fri 12/6

5:50 pm-11:47 pm

1 stop4h 57m

$316

BangorChicago

BGR - MDW

BGRMDW

Bangor

Mon 12/9

6:00 am-12:50 pm

2 stops7h 50m

Chicago Midway

Thu 12/19

11:48 am-11:31 pm

2 stops10h 43m

$578

PortlandChicago

PWM - MDW

PWMMDW

Portland

Thu 12/5

4:43 pm-1:31 pm

3 stops21h 48m

Chicago Midway

Mon 12/9

9:38 am-11:49 am

3 stops25h 11m

$1,543

PortlandChicago

PWM - MDW

PWMMDW

Portland

Mon 12/16

9:13 pm-5:54 pm

1 stop21h 41m

$62

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 2/5

8:10 am-10:05 am

Nonstop2h 55m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 19 results
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Best time to book a flight from Maine to Midway

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

Get recent, data-driven insights about flights from Maine 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 21, 2024.
Peruse reviews from past customers who have flown with Frontier, Southwest and Delta from Maine to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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

Frontier
6.1
Okay
3,536 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

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 Maine 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 Maine to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $62 on Frontier. Other airlines that offer cheap prices include Southwest from $79 and Delta from $114 one-way.

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

    Most travelers choose Boston Logan Intl - Chicago Midway, Portland - Chicago Midway or Bangor - Chicago Midway when deciding on the best route from Maine to Chicago Midway Airport.

  • What are the cheapest flights from Maine to Chicago Midway Airport?

    While on average a flight from Maine to Chicago Midway Airport is generally $405, our data shows the cheapest flight currently is $243. When looking at the most popular route, (Boston Logan Intl - Chicago Midway), you can expect to pay $128 for that flight.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Maine to Chicago Midway Airport (average of $160). Flying from Maine to Chicago Midway Airport in October is currently the most expensive (average of $232). 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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Alternative routes for Maine to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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LaGuardia to Midway flights
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Dulles Intl to Midway flights
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Top 2 airlines flying from Maine to Midway

Discover the top 2 airlines that operate flights from Maine to Midway. 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$201Average$457FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$281Average$387FlexibilityNo cancel feeOn-time63%
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