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$96+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
IND — PWM
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Cheap flight deals from Indiana to Portland

Keep the following information in mind while searching for Indiana to Portland flight deals. Data was last updated September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$245
(United Airlines)

One-way from

$96
(Priceline)

Popular in

November

Cheapest in

June

Average price

$397
Provider with most accurate pricing for Indianapolis-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Indianapolis-Boston Logan Intl flights.
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From Indiana to Portland
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One-way flight from Indiana to Portland
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Highest demand for flights based on searches. 14% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 25, 2025.

This United Airlines deal was found by Cheapflights users on 9/22. 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 10/225:55 pmORD - PWM
1 stop5h 04mUnited Airlines
Wed 10/294:54 pmPWM - ORD
Nonstop3h 01mUnited Airlines
Deal found 9/22$241
This Southwest deal was found by Cheapflights users on 9/22. 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 10/225:35 amMDW - PWM
1 stop4h 40mSouthwest
Wed 10/294:00 pmPWM - MDW
Nonstop2h 35mSouthwest
Deal found 9/22$241
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/298:50 amORD - PWM
1 stop4h 29mUnited Airlines
Fri 10/317:22 pmPWM - ORD
1 stop5h 21mUnited Airlines
Deal found 9/23$245
This Southwest deal was found by Cheapflights users on 9/24. 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 10/183:25 pmMDW - PWM
2 stops6h 00mSouthwest
Wed 10/224:00 pmPWM - MDW
Nonstop2h 35mSouthwest
Deal found 9/24$246
This Delta deal was found by Cheapflights users on 9/24. 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 10/223:17 pmDAY - PWM
1 stop7h 02mDelta
Wed 10/296:00 amPWM - DAY
1 stop6h 44mDelta
Deal found 9/24$249
This Delta deal was found by Cheapflights users on 9/23. 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 10/297:00 amORD - PWM
1 stop5h 58mDelta
Fri 10/315:42 amPWM - ORD
2 stops11h 59mDelta
Deal found 9/23$250
This Delta deal was found by Cheapflights users on 9/24. 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 10/311:08 pmMDW - PWM
2 stops9h 57mDelta
Tue 11/412:45 pmPWM - MDW
1 stop6h 40mDelta
Deal found 9/24$250
This Delta deal was found by Cheapflights users on 9/22. 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 10/229:35 amMDW - PWM
1 stop5h 28mDelta
Wed 10/2912:45 pmPWM - MDW
1 stop6h 40mDelta
Deal found 9/22$251
This Southwest deal was found by Cheapflights users on 9/24. 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 10/316:15 amMDW - PWM
1 stop5h 05mSouthwest
Tue 11/45:30 amPWM - MDW
1 stop5h 40mSouthwest
Deal found 9/24$254
This Delta deal was found by Cheapflights users on 9/24. 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 10/227:00 amORD - PWM
1 stop5h 58mDelta
Wed 10/291:46 pmPWM - ORD
2 stops7h 37mDelta
Deal found 9/24$256
This Delta deal was found by Cheapflights users on 9/23. 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 10/1811:10 amMDW - PWM
1 stop3h 53mDelta
Sat 10/256:30 amPWM - MDW
2 stops9h 56mDelta
Deal found 9/23$256
This Delta deal was found by Cheapflights users on 9/23. 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 10/181:25 pmORD - PWM
2 stops9h 40mDelta
Sat 10/256:30 amPWM - ORD
2 stops11h 30mDelta
Deal found 9/23$261

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 September 25, 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

Wed 10/22

11:05 am-2:33 pm

Nonstop2h 28m

Portland

Sat 10/25

8:00 am-1:08 pm

1 stop6h 08m

$241

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Wed 10/22

5:35 am-11:15 am

1 stop4h 40m

Portland

Wed 10/29

4:00 pm-5:35 pm

Nonstop2h 35m

$241

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 11/5

10:53 am-2:12 pm

Nonstop2h 19m

Portland

Sat 11/8

3:00 pm-8:07 pm

1 stop6h 07m

$241

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 10/22

5:55 pm-11:59 pm

1 stop5h 04m

Portland

Wed 10/29

4:54 pm-6:55 pm

Nonstop3h 01m

$241

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 10/29

8:50 am-2:19 pm

1 stop4h 29m

Portland

Sat 11/1

4:51 pm-6:52 pm

Nonstop3h 01m

$241

DaytonPortland

DAY - PWM

DAYPWM

Dayton

Wed 10/22

3:17 pm-10:19 pm

1 stop7h 02m

Portland

Wed 10/29

6:00 am-12:44 pm

1 stop6h 44m

$249

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

Wed 10/29

9:30 am-4:13 pm

1 stop5h 43m

Portland

Fri 10/31

5:42 am-4:41 pm

2 stops11h 59m

$250

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Fri 10/31

1:08 pm-12:05 am

2 stops9h 57m

Portland

Tue 11/4

12:45 pm-6:25 pm

1 stop6h 40m

$250

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Wed 10/29

12:30 pm-7:55 pm

1 stop6h 25m

Portland

Tue 11/4

5:30 am-10:10 am

1 stop5h 40m

$251

ChicagoPortland

MDW - PWM

MDWPWM

Chicago Midway

Wed 10/22

9:35 am-4:03 pm

1 stop5h 28m

Portland

Wed 10/29

12:45 pm-6:25 pm

1 stop6h 40m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

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, January is the cheapest month in which you can book a flight from Indiana to Portland, Maine (average of $296). Flying from Indiana to Portland, Maine in July is currently the most expensive (average of $394). 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 September 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Indiana to Portland, Maine as you normally would.

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, Southwest, and Delta can get you from Indiana to Portland, Maine in just under 2h 28m. Your travel time can differ by up to 4h 34m. 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 Southwest, with whom users have recently found tickets for as low as $110. However, be on the lookout for offers from United 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, January is the cheapest month in which you can book a flight from Indiana to Portland, Maine (average of $296). Flying from Indiana to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway

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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 September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$412FlexibilityNo cancel feeOn-time71%
DeltaCheapest$232Average$406FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$248Average$352FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$291Average$426FlexibilityNo cancel feeOn-time63%

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