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$53+ Cheap flights from Midway (MDW) to Maine

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PWM
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Midway to Maine

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

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

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1112:57 pmMDW - BOS
1 stop10h 33mFrontier
Wed 12/185:45 amBOS - MDW
1 stop8h 39mFrontier
Deal found 11/20$103
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.
Mon 12/96:25 pmMDW - BOS
Nonstop2h 10mSouthwest
Fri 12/136:40 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/21$158
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.
Fri 12/64:58 pmMDW - BOS
1 stop7h 24mDelta
Tue 12/108:50 amBOS - MDW
1 stop9h 11mDelta
Deal found 11/19$300
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.
Thu 11/283:19 pmMDW - PWM
1 stop5h 33mDelta
Wed 12/45:00 amPWM - MDW
2 stops8h 49mDelta
Deal found 11/20$322
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.
Mon 12/234:30 pmMDW - PWM
2 stops6h 35mSouthwest
Wed 1/16:00 amPWM - MDW
1 stop9h 15mSouthwest
Deal found 11/21$357
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/268:50 amMDW - PWM
1 stop9h 25mFrontier
Sun 12/18:15 pmPWM - MDW
1 stop12h 40mFrontier
Deal found 11/21$513
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/131:30 pmMDW - BGR
2 stops9h 01mDelta
Mon 12/166:00 amBGR - MDW
2 stops13h 32mDelta
Deal found 11/21$685
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.
Thu 12/129:38 amMDW - PWM
3 stops25h 11mWestJet
Sun 12/154:30 pmPWM - MDW
3 stops22h 01mWestJet
Deal found 11/21$1,399

Find flights from Midway to Maine within your budget

Customize your flight search to find flights from Midway to Maine 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

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 12/11

12:57 pm-12:30 am

1 stop10h 33m

Boston Logan Intl

Wed 12/18

5:45 am-1:24 pm

1 stop8h 39m

$103

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Sat 12/7

8:05 am-11:20 am

Nonstop2h 15m

Boston Logan Intl

Sun 12/8

6:40 am-8:25 am

Nonstop2h 45m

$158

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 12/3

9:31 am-3:50 pm

1 stop5h 19m

Boston Logan Intl

Fri 12/6

5:10 am-8:58 am

1 stop4h 48m

$316

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Fri 1/17

5:07 pm-11:51 pm

1 stop5h 44m

Portland

Tue 1/21

5:35 am-11:59 am

1 stop7h 24m

$329

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Mon 12/23

4:30 pm-12:05 am

2 stops6h 35m

Portland

Wed 1/1

6:00 am-2:15 pm

1 stop9h 15m

$357

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Tue 12/31

4:08 pm-11:12 am

1 stop18h 04m

Portland

Sun 1/5

7:51 pm-9:31 am

1 stop14h 40m

$403

ChicagoBangor

MDW - BGR

MDWBGR

Chicago Midway

Sat 4/5

9:30 am-6:39 pm

2 stops8h 09m

Bangor

Wed 4/9

6:00 am-12:33 pm

2 stops7h 33m

$603

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Wed 1/1

11:48 am-4:35 pm

3 stops27h 47m

Portland

Mon 1/6

4:46 pm-5:47 pm

3 stops26h 01m

$1,237

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Thu 12/12

9:38 am-11:49 am

3 stops25h 11m

Portland

Sun 12/15

4:30 pm-1:31 pm

3 stops22h 01m

$1,399

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Mon 1/13

11:33 am-8:12 pm

1 stop7h 39m

$53

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 20 results
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Best time to book a flight from Midway to Maine

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

Travel insights for flights from Midway to Maine

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

Rainfall in Maine by month

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

In terms of precipitation, rainfall in Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Maine when rainfall is around 2.9 in.

Temperature in Maine by month

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

If weather is an important factor for your trip to Maine, 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 68.0 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 Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated November 21, 2024.
See what other customers who have flown with Frontier, Southwest and Delta from Chicago to Maine have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

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

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

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

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

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

Allegiant Air
7.4
Good
850 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

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

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

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

Entertainment

7.7

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Comfort

8.1

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 Midway to Maine. 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 Chicago Midway Airport to Maine one-way?

    $53 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $79 and $114, respectively.

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

    When deciding which route to take from Chicago Midway Airport to Maine consider Chicago Midway - Boston Logan Intl, Chicago Midway - Portland or Chicago Midway - Bangor as they are the most popular.

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

    On average you can expect to pay $705 for a flight from Chicago Midway Airport to Maine. The cheapest flight overall is $635 while the most popular route, (Chicago Midway - Boston Logan Intl) is currently priced at $158.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Maine (average of $295). Flying from Chicago Midway Airport to Maine in April is currently the most expensive (average of $497). 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 Midway to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Maine

Discover the top airline that operate flights from Midway to Maine. 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$196Average$342FlexibilityNo cancel feeOn-timeN/A
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