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Indiana

$68+ Cheap flights from Maine to Indiana

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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Maine to Indiana

Cheapest flights from Maine to Indiana
Explore the most affordable flight options available from Maine to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

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.
Sat 2/75:30 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Sun 2/81:50 pm
MDW
-
BOS
1 stop6h 35m
Southwest
Deal found 1/20$132
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/112:50 pm
BOS
-
ORD
Nonstop3h 05m
JetBlue
Sun 2/156:04 am
ORD
-
BOS
1 stop7h 20m
JetBlue
Deal found 1/19$132
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/63:35 pm
BOS
-
ORD
Nonstop3h 08m
Multiple Airlines
Tue 2/106:07 pm
ORD
-
BOS
1 stop6h 06m
Multiple Airlines
Deal found 1/20$133
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:54 pm
BOS
-
ORD
Nonstop3h 06m
American Airlines
Sun 3/16:26 am
ORD
-
BOS
Nonstop2h 28m
American Airlines
Deal found 1/20$134
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/65:45 pm
BOS
-
MDW
Nonstop2h 50m
Southwest
Mon 2/96:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 1/19$135
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:00 am
BOS
-
ORD
Nonstop3h 04m
United Airlines
Thu 1/294:15 pm
ORD
-
BOS
Nonstop2h 24m
United Airlines
Deal found 1/20$135
This American Airlines deal was found by Cheapflights users on 1/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:52 am
BOS
-
ORD
Nonstop3h 11m
American Airlines
Thu 3/126:26 am
ORD
-
BOS
Nonstop2h 28m
American Airlines
Deal found 1/18$136
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.
Sun 2/85:30 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Fri 2/137:40 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 1/20$137
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.
Sat 2/75:15 pm
BOS
-
ORD
Nonstop3h 11m
Delta
Sun 2/87:05 am
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 1/20$137
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/712:55 pm
BOS
-
MDW
2 stops6h 45m
Southwest
Mon 2/96:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 1/19$138
This Rumbo 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/710:15 am
BOS
-
ORD
1 stop10h 16m
JetBlue
Sun 2/87:40 am
ORD
-
BOS
Nonstop2h 25m
JetBlue
Deal found 1/19$140
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/225:30 am
BOS
-
MDW
Nonstop2h 50m
Southwest
Mon 1/265:35 pm
MDW
-
BOS
Nonstop2h 15m
Southwest
Deal found 1/19$141

Find flight deals from Maine to Indiana

Keep the following information in mind while searching for Maine to Indiana flight deals. Data was last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$132
(Southwest)

One-way from

$68
(Kiwi.com)

Popular in

January

Cheapest in

October

Average price

$636
Provider with most accurate pricing for Portland-Indianapolis flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Indianapolis flights.
Search Deals
From Maine to Indiana
Search Deals
One-way flight from Maine to Indiana
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine to Indiana 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, 2026.
Use the filters below to find and compare flights from Maine to Indiana that are best for you.

Fly from

Maine

Fly to

Indiana

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 2/18

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Wed 2/25

5:35 pm-8:50 pm

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 5/16

7:35 pm-9:36 pm

Nonstop3h 01m

Chicago O'Hare Intl

Tue 5/19

6:00 am-9:15 am

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 2/6

8:25 pm-10:29 pm

Nonstop3h 04m

Chicago O'Hare Intl

Sun 2/8

7:05 am-10:40 am

Nonstop2h 35m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 2/26

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Mon 3/2

12:41 pm-7:58 pm

1 stop6h 17m

$140

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 2/7

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Sun 2/8

2:00 pm-5:10 pm

Nonstop2h 10m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 2/26

5:00 am-6:55 am

Nonstop2h 55m

Chicago Midway

Fri 3/6

7:00 pm-10:15 pm

Nonstop2h 15m

$147

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Thu 2/5

5:20 am-7:10 am

Nonstop2h 50m

Chicago Midway

Sun 2/8

1:50 pm-9:25 pm

1 stop6h 35m

$151

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 2/5

9:30 am-2:25 pm

1 stop5h 55m

Chicago O'Hare Intl

Sun 2/8

7:30 am-10:52 am

Nonstop2h 22m

$152

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 2/11

2:50 pm-4:55 pm

Nonstop3h 05m

Chicago O'Hare Intl

Thu 2/12

6:04 am-2:24 pm

1 stop7h 20m

$152

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 3/5

7:00 am-9:10 am

Nonstop3h 10m

Chicago O'Hare Intl

Fri 3/6

6:04 am-2:35 pm

1 stop7h 31m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 60 results
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Best time to book a flight from Maine to Indiana

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

Cheapflights Insights

Everything you need to know about your flight from Maine to Indiana

What is the cheapest month to book a flight from Maine to Indiana?

Currently, August is the cheapest month in which you can book a flight from Maine to Indiana (average of $169). Flying from Maine to Indiana in February is currently the most expensive (average of $358). 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.

Reviews of airlines servicing Indiana

Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated January 21, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Maine to Indiana to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,089 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,191 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,174 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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

  • How long is the flight from Maine to Indiana?

    For as low as $137, Southwest can have you in Indiana from Maine in 2h 50m. There are 857 mi between Maine and Indiana. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Maine to Indiana one-way?

    $102 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $124 and $129, respectively.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Maine to Indiana (average of $169). Flying from Maine to Indiana in February is currently the most expensive (average of $358). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Maine to Indiana

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Maine to Indiana

Discover the top 4 airlines that operate flights from Maine to Indiana. 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, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$128Average$320FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$163Average$370FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$169Average$399FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$267Average$396FlexibilityNo cancel feeOn-time63%

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