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Portland

$111+ Cheap flights from Indiana to Portland, ME (PWM)

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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
IND — PWM
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap flight deals from Indiana to Portland

Cheapest flights from Indiana to Portland
Explore the most affordable flight options available from Indiana to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 26, 2025.

This American Airlines deal was found by Cheapflights users on 12/26. 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.
Tue 12/304:05 pmORD - PWM
1 stop5h 46mAmerican Airlines
Tue 1/65:07 pmPWM - ORD
1 stop6h 27mAmerican Airlines
Deal found 12/26$389
This Delta deal was found by Cheapflights users on 12/26. 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.
Wed 12/313:29 pmMDW - PWM
1 stop6h 14mDelta
Tue 1/612:20 pmPWM - MDW
1 stop6h 14mDelta
Deal found 12/26$389
This Delta deal was found by Cheapflights users on 12/26. 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 12/3012:30 pmORD - PWM
2 stops9h 20mDelta
Tue 1/62:30 pmPWM - ORD
1 stop8h 05mDelta
Deal found 12/26$394
This Delta deal was found by Cheapflights users on 12/26. 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 12/3011:48 amMDW - PWM
2 stops10h 02mDelta
Tue 1/66:00 amPWM - MDW
2 stops13h 32mDelta
Deal found 12/26$399
This American Airlines deal was found by Cheapflights users on 12/25. 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.
Wed 12/316:35 amCVG - PWM
1 stop10h 04mAmerican Airlines
Thu 1/295:20 amPWM - CVG
1 stop13h 20mAmerican Airlines
Deal found 12/25$399
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Tue 12/3010:35 amORD - PWM
Nonstop2h 39mUnited Airlines
Tue 1/64:10 pmPWM - ORD
Nonstop3h 08mUnited Airlines
Deal found 12/26$439
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Mon 12/292:00 pmDAY - PWM
1 stop7h 29mUnited Airlines
Thu 1/15:30 amPWM - DAY
1 stop4h 33mUnited Airlines
Deal found 12/26$439
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Wed 12/3110:35 amORD - PWM
Nonstop2h 39mUnited Airlines
Sun 1/47:30 pmPWM - ORD
1 stop5h 14mUnited Airlines
Deal found 12/26$462
This Delta deal was found by Cheapflights users on 12/25. 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.
Wed 12/316:00 amCVG - PWM
1 stop6h 17mDelta
Mon 1/56:17 amPWM - CVG
1 stop4h 55mDelta
Deal found 12/25$483
This American Airlines deal was found by Cheapflights users on 12/26. 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.
Tue 12/302:50 pmORD - PWM
1 stop7h 05mAmerican Airlines
Sat 1/35:45 amPWM - ORD
1 stop7h 14mAmerican Airlines
Deal found 12/26$494
This Southwest deal was found by Cheapflights users on 12/25. 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 12/295:50 pmMDW - PWM
1 stop5h 15mSouthwest
Wed 12/313:30 pmPWM - MDW
1 stop6h 35mSouthwest
Deal found 12/25$494
This American Airlines deal was found by Cheapflights users on 12/26. 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.
Wed 12/316:35 amCVG - PWM
1 stop10h 04mAmerican Airlines
Mon 1/55:48 amPWM - CVG
1 stop15h 13mAmerican Airlines
Deal found 12/26$498

Find flight deals from Indiana to Portland

Keep the following information in mind while searching for Indiana to Portland flight deals. Data was last updated December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(United Airlines)

One-way from

$111
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$596
Provider with most accurate pricing for Indianapolis-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Portland flights.
Search Deals
From Indiana to Portland
Search Deals
One-way flight from Indiana to Portland
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. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana to Portland 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 December 26, 2025.
Use the filters below to find and compare flights from Indiana to Portland that are best for you.

Fly from

Indiana

Fly to

Portland

Route

Depart

Return

Price

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 6/2

6:00 pm-9:27 pm

Nonstop2h 27m

Portland

Sat 6/6

6:00 am-7:57 am

Nonstop2h 57m

$209

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Mon 6/8

6:00 pm-9:27 pm

Nonstop2h 27m

Portland

Tue 6/16

4:48 pm-6:45 pm

Nonstop2h 57m

$209

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 6/10

6:00 pm-9:27 pm

Nonstop2h 27m

Portland

Wed 6/17

7:22 pm-11:12 pm

1 stop4h 50m

$219

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Fri 1/23

3:35 pm-11:30 pm

1 stop6h 55m

Portland

Tue 1/27

4:10 pm-6:18 pm

Nonstop3h 08m

$219

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Sat 5/16

4:25 pm-11:59 pm

1 stop6h 34m

Portland

Tue 5/19

9:37 am-11:34 am

Nonstop2h 57m

$219

South BendPortland

SBN - PWM

SBNPWM

South Bend/Michiana

Mon 2/16

5:19 pm-11:06 pm

1 stop5h 47m

Portland

Wed 2/18

6:00 am-1:20 pm

2 stops7h 20m

$222

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 2/25

9:35 am-5:14 pm

1 stop6h 39m

Portland

Fri 2/27

6:00 am-10:45 am

1 stop5h 45m

$229

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Thu 1/22

5:40 pm-11:22 pm

1 stop4h 42m

Portland

Sun 1/25

7:15 am-1:26 pm

1 stop7h 11m

$229

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 2/25

7:00 am-1:43 pm

1 stop5h 43m

Portland

Sat 2/28

2:35 pm-8:17 pm

1 stop6h 42m

$229

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Tue 6/2

6:00 pm-9:27 pm

Nonstop2h 27m

Portland

Fri 6/12

4:48 pm-6:45 pm

Nonstop2h 57m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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

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

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

Currently, May is the cheapest month in which you can book a flight from Indiana to Portland, Maine (average of $78). Flying from Indiana to Portland, Maine in December is currently the most expensive (average of $238). 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.

What is the cheapest time of day to fly from IN to PWM?

Find hourly flight availability from Indiana to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 26, 2025.

One of the essential ways to save on airfare from Indiana to Portland, Maine is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 26% on airfare.

Related info for your journey

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

  • What airport do you fly into for flights to Portland from Indiana?

    Most people fly into Portland (PWM) if they book a flight to Portland from Indiana. Portland is conveniently located just 2.9 mi from Portland’s city center.

  • How long is the flight from Indiana to Portland, Maine?

    United Airlines, American Airlines, and Delta can get you from Indiana to Portland, Maine in just under 2h 21m. Your travel time can differ by up to 3h 26m. Indiana and Portland, Maine are separated by a distance of 897 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $108. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Indiana to Portland, Maine for a low price.

  • What are the most popular routes from Indiana to Portland, Maine?

    The most popular route from Indiana to Portland, Maine is Chicago O'Hare Intl - Portland. You may also consider Chicago Midway - Portland or Cincinnati Cinci./N. Kentucky - Portland.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Indiana to Portland, Maine (average of $78). Flying from Indiana to Portland, Maine in December is currently the most expensive (average of $238). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Alternative routes for Indiana to Portland

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Top 4 airlines flying from Indiana to Portland

Discover the top 4 airlines that operate flights from Indiana to Portland. 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 December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$368FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$397FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$339FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$291Average$425FlexibilityNo cancel feeOn-time63%

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