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Cheap flights from Maine to Midway (MDW) from $49

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 8/14. 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.
PWM — MDW
Jun 19 — Jun 261
From?
To?
Wed 6/19
Wed 6/26
1 adult, Economy
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How far in advance should I book a flight from Maine to Chicago Midway Airport?

Travelers have found it’s best to book a flight 45 days in advance to save up to 132% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 45 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Maine to Chicago Midway Airport 1-2 weeks in advance for as low as $303, or $539 for flights within the next 24 hours.

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

Flights from Maine to Chicago Midway Airport lean towards being more expensive in April. Prices are generally better when you fly from Maine to Chicago Midway Airport in September, with the cheapest ticket starting at $156.

What is the cheapest time of day to fly from ME to MDW?

When flying from Maine to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Maine to Midway flights in June & July 2024

Find cheap flight options from Maine to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,276,869 searches. Prices were last updated on June 14, 2024.
These are some of the most attractive deals on flights from Maine to Chicago in 2024. Check back soon for alternative fares.
Tue 7/2310:58 amBOS - MDW
1 stop11h 27mFrontier
Sat 8/177:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$122
Tue 7/2310:58 amBOS - MDW
1 stop11h 27mFrontier
Fri 8/168:54 pmMDW - BOS
1 stop14h 06mFrontier
Deal found 6/13$125
Mon 7/226:00 amBOS - MDW
1 stop8h 28mFrontier
Wed 8/147:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$129
Mon 7/226:00 amBOS - MDW
1 stop8h 28mFrontier
Fri 8/167:59 pmMDW - BOS
1 stop9h 56mFrontier
Deal found 6/13$132
Fri 7/269:41 amBOS - MDW
1 stop14h 17mFrontier
Tue 8/137:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/14$138
Tue 7/1610:58 amBOS - MDW
1 stop11h 27mFrontier
Wed 7/242:29 pmMDW - BOS
1 stop8h 58mFrontier
Deal found 6/13$143
Tue 7/910:58 amBOS - MDW
1 stop11h 27mFrontier
Wed 7/102:29 pmMDW - BOS
1 stop8h 58mFrontier
Deal found 6/14$147
Mon 7/226:00 amBOS - MDW
1 stop8h 28mFrontier
Wed 7/242:29 pmMDW - BOS
1 stop8h 58mFrontier
Deal found 6/14$148
Wed 7/106:00 amBOS - MDW
1 stop8h 34mFrontier
Wed 7/172:29 pmMDW - BOS
1 stop8h 58mFrontier
Deal found 6/14$151

Maine to Midway 2024 flight deals

Discover exclusive flight deals for travel between Maine and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,276,869 searches. Data last updated June 14, 2024.
These are some of the most attractive deals on flights from Maine to Chicago in 2024. Check back soon for alternative fares.
Wed 8/1412:36 pmBOS - MDW
1 stop7h 37mFrontier
Sat 8/177:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$100
Tue 8/1312:36 pmBOS - MDW
1 stop7h 37mFrontier
Wed 8/217:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/14$101
Sat 8/1712:48 pmBOS - MDW
1 stop7h 25mFrontier
Tue 8/207:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$103
Fri 8/169:16 amBOS - MDW
1 stop13h 39mFrontier
Tue 8/207:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$105
Wed 9/49:16 amBOS - MDW
1 stop13h 39mFrontier
Fri 9/67:59 pmMDW - BOS
1 stop9h 56mFrontier
Deal found 6/12$106
Wed 8/1412:36 pmBOS - MDW
1 stop7h 37mFrontier
Sat 8/247:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$108
Tue 7/2310:58 amBOS - MDW
1 stop11h 27mFrontier
Sat 8/177:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$122
Tue 7/2310:58 amBOS - MDW
1 stop11h 27mFrontier
Fri 8/168:54 pmMDW - BOS
1 stop14h 06mFrontier
Deal found 6/13$125
Mon 7/226:00 amBOS - MDW
1 stop8h 28mFrontier
Wed 8/147:59 pmMDW - BOS
1 stop10h 26mFrontier
Deal found 6/13$129

Maine to Midway flights leaving soon

Find last-minute flight options from Maine to Midway 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 3,276,869 searches. Data last updated June 14, 2024.
Book one of these great deals on flights from Maine to Chicago. It's wise to confirm all flight details are correct before booking.
Wed 6/197:49 amBOS - MDW
1 stop6h 43mFrontier
Sun 6/238:53 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 6/12$196
Mon 6/247:49 amBOS - MDW
1 stop6h 49mFrontier
Tue 6/2510:16 pmMDW - BOS
1 stop7h 42mFrontier
Deal found 6/14$229
Mon 6/249:18 amBOS - MDW
1 stop14h 40mFrontier
Tue 6/2510:16 pmMDW - BOS
1 stop7h 42mFrontier
Deal found 6/13$237
Fri 6/219:29 amBOS - MDW
1 stop14h 29mFrontier
Sun 6/238:53 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 6/14$244
Fri 6/219:29 amBOS - MDW
1 stop14h 29mFrontier
Sun 6/238:53 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 6/14$247
Fri 6/219:29 amBOS - MDW
1 stop14h 29mFrontier
Sun 6/238:53 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 6/13$280
Wed 6/199:18 amBOS - MDW
1 stop14h 40mFrontier
Thu 6/208:51 pmMDW - BOS
1 stop10h 25mFrontier
Deal found 6/14$286
Wed 6/199:18 amBOS - MDW
1 stop14h 40mFrontier
Fri 6/2112:57 pmMDW - BOS
1 stop19h 50mFrontier
Deal found 6/14$287
Fri 6/219:29 amBOS - MDW
1 stop14h 29mFrontier
Sun 6/238:53 pmMDW - BOS
1 stop10h 23mFrontier
Deal found 6/13$288

One-way flights to Midway from Maine

Search for one-way flight options from Maine to Midway. 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 3,276,869 searches. Data last updated June 14, 2024.
Users in need of a one-way flight from Maine to Chicago can choose from these deals. Users in need of a round-trip flight from Maine to Chicago instead should update the search form at the top of page.
Wed 8/1412:36 pmBOS - MDW
1 stop7h 37mFrontier
Deal found 6/13$49
Wed 8/2112:36 pmBOS - MDW
1 stop7h 37mFrontier
Deal found 6/13$50
Sun 9/86:00 amBOS - MDW
1 stop5h 55mFrontier
Deal found 6/13$51
Wed 8/1412:36 pmBOS - MDW
1 stop7h 37mFrontier
Deal found 6/13$52
Thu 9/56:00 amBOS - MDW
1 stop5h 55mFrontier
Deal found 6/13$53
Thu 8/1512:36 pmBOS - MDW
1 stop7h 37mFrontier
Deal found 6/13$54
Tue 9/36:00 amBOS - MDW
1 stop8h 55mFrontier
Deal found 6/14$56
Mon 8/126:00 amBOS - MDW
1 stop8h 28mFrontier
Deal found 6/13$57
Sat 8/1712:48 pmBOS - MDW
1 stop7h 25mFrontier
Deal found 6/13$58

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 3,276,869 searches. Data last updated June 14, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$100 - $303

Route

Depart

Return

Price

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 8/14

1 stop7h 37m

Chicago Midway

Sat 8/17

1 stop10h 26m

$100

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 8/13

1 stop7h 37m

Chicago Midway

Wed 8/21

1 stop10h 26m

$101

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 8/17

1 stop7h 25m

Chicago Midway

Tue 8/20

1 stop10h 26m

$103

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 8/16

1 stop13h 39m

Chicago Midway

Tue 8/20

1 stop10h 26m

$105

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 9/4

1 stop13h 39m

Chicago Midway

Fri 9/6

1 stop9h 56m

$106

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 8/14

1 stop7h 37m

Chicago Midway

Sat 8/24

1 stop10h 26m

$108

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 7/23

1 stop11h 27m

Chicago Midway

Sat 8/17

1 stop10h 26m

$122

PortlandChicago Midway

PWM - MDW

PWMMDW

Portland

Wed 9/18

1 stop7h 29m

Chicago Midway

Mon 9/23

1 stop4h 41m

$196

Boston Logan IntlChicago Midway

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 9/20

1 stop6h 49m

Chicago Midway

Mon 9/23

2 stops19h 04m

$303

Flights are sorted by cheapest first

Deals found on 6/13

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

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.

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 June 14, 2024.
Peruse reviews from past customers who have flown with Frontier, Delta and Porter Airlines 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.
Delta
8.0
Very good
10,000 reviews

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
10,000 reviews

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

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.

Air Transat
7.7
Good
453 reviews
Delta
8.0
Very good
10,000 reviews

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

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.

WestJet
7.5
Good
2,820 reviews
Delta
8.0
Very good
10,000 reviews

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

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.

Allegiant Air
7.5
Good
989 reviews
Delta
8.0
Very good
10,000 reviews

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

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.

Porter Airlines
7.4
Good
373 reviews
Delta
8.0
Very good
10,000 reviews

Boarding

8.2

Entertainment

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Overall

8.0

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 Maine to Midway. 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 Maine to Chicago Midway Airport for under $100 on Cheapflights?

    Yes, there are multiple flights from Maine to Chicago Midway Airport for under $100. The cheapest flight booked recently is on Frontier for just $100, but on average you can expect to pay $131.

  • Are there last-minute flights available from Maine to Chicago Midway Airport for under $200?

    There are currently 20+ open flights from Maine to Chicago Midway Airport within the next 7 days for less than $200.

  • 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 does PWM to MDW mean?

    This is defined as Portland Airport (PWM) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely. Bangor Airport (BGR), Bar Harbor Airport (BHB), Augusta Airport (AUG), Presque Isle Airport (PQI), Rockland Knox County Regional Airport (RKD) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Maine to Midway 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 Maine to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Maine to Midway 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 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.

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

    Many airlines flying from Maine to Midway 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 Maine to Midway?

    Yes, you can often find last-minute deals on Maine to Midway 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 Maine to Chicago Midway Airport flight deals updated?

    The Maine to Chicago Midway Airport flight deals you see on this page were last updated on 6/14.

  • What is the cheapest month to book a flight from Maine to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Maine to Chicago Midway Airport (average of $140). Flying from Maine to Chicago Midway Airport in July is currently the most expensive (average of $251). 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.

See more FAQs

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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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Atlanta to Midway flights
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Miami to O'Hare Intl flights
Reagan-National to Midway flights
Hobby to Midway flights
Minneapolis to Midway flights
San Francisco to Midway flights
LaGuardia to Midway flights
San Diego to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Boston to Midway flights
Ontario to Midway flights
Salt Lake City to O'Hare Intl flights
Cleveland to O'Hare Intl flights
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Portland to O'Hare Intl flights

Top airline flying from Maine to Midway

Discover the top airline 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 3,276,869 searches. Data last updated June 14, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$347Average$493FlexibilityNo cancel feeOn-timeN/A
Miami to Chicago flights
Austin to Hawaii flights
Detroit to Nashville flights
Orlando to Fort Lauderdale flights
Boston to Seattle flights
Baltimore to Boston flights
USA to Georgia flights
Tampa to Denver flights
Seattle to San Francisco flights
San Diego to San Francisco flights
New York John F Kennedy Intl Airport to San Francisco flights
Maine to Memphis flights

Search flights from Maine to Midway by cabin class

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

Hourly flight availability from Maine to Midway

Find hourly flight availability from Maine to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 14, 2024.
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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