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$96+ Cheap flights from Portland, ME (PWM) 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — IND
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Cheap flight deals from Portland to Indiana

Keep the following information in mind while searching for Portland to Indiana flight deals. Data was last updated November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(United Airlines)

One-way from

$96
(Priceline)

Popular in

January

Cheapest in

October

Average price

$397
Provider with most accurate pricing for Portland-Indianapolis flight deals.
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Provider most trusted by Cheapflights users for Portland-Indianapolis flights.
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From Portland to Indiana
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One-way flight from Portland to Indiana
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Highest demand for flights based on searches. 13% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Portland to Indiana

Cheapest flights from Portland to Indiana
Explore the most affordable flight options available from Portland to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This Delta deal was found by Cheapflights users on 11/11. 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 12/44:53 pmPWM - ORD
1 stop4h 42mDelta
Mon 12/87:00 amORD - PWM
1 stop5h 54mDelta
Deal found 11/11$229
This Southwest deal was found by Cheapflights users on 11/11. 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 12/115:30 amPWM - MDW
1 stop5h 40mSouthwest
Sat 12/134:45 pmMDW - PWM
1 stop4h 10mSouthwest
Deal found 11/11$229
This Delta deal was found by Cheapflights users on 11/12. 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 12/124:43 pmPWM - ORD
1 stop6h 47mDelta
Mon 12/152:30 pmORD - PWM
2 stops7h 51mDelta
Deal found 11/12$234
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Mon 11/245:37 pmPWM - ORD
Nonstop3h 13mAmerican Airlines
Fri 11/284:05 pmORD - PWM
1 stop5h 28mAmerican Airlines
Deal found 11/12$239
This United Airlines deal was found by Cheapflights users on 11/11. 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 11/264:40 pmPWM - ORD
Nonstop3h 01mUnited Airlines
Thu 11/2710:53 amORD - PWM
Nonstop2h 19mUnited Airlines
Deal found 11/11$249
This Delta deal was found by Cheapflights users on 11/11. 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 12/42:34 pmPWM - MDW
2 stops10h 13mDelta
Mon 12/810:49 amMDW - PWM
2 stops11h 32mDelta
Deal found 11/11$259
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/36:00 amPWM - ORD
1 stop5h 59mAmerican Airlines
Sun 12/76:05 amORD - PWM
1 stop4h 32mAmerican Airlines
Deal found 11/11$260
This United Airlines deal was found by Cheapflights users on 11/11. 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 12/116:00 amPWM - ORD
1 stop5h 44mUnited Airlines
Sat 12/135:50 pmORD - PWM
Nonstop2h 27mUnited Airlines
Deal found 11/11$261
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1411:58 amPWM - CVG
1 stop24h 27mMultiple Airlines
Tue 12/1611:57 amCVG - PWM
1 stop22h 39mMultiple Airlines
Deal found 11/11$268
This American Airlines deal was found by Cheapflights users on 11/11. 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 11/277:02 amPWM - ORD
1 stop8h 12mAmerican Airlines
Fri 11/284:05 pmORD - PWM
1 stop5h 28mAmerican Airlines
Deal found 11/11$269
This Southwest deal was found by Cheapflights users on 11/11. 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 12/43:30 pmPWM - MDW
1 stop6h 35mSouthwest
Mon 12/82:30 pmMDW - PWM
2 stops6h 45mSouthwest
Deal found 11/11$279
This Delta deal was found by Cheapflights users on 11/13. 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 12/114:53 pmPWM - ORD
1 stop4h 42mDelta
Sat 12/136:00 amORD - PWM
2 stops9h 00mDelta
Deal found 11/13$284

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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 November 13, 2025.
Use the filters below to find and compare flights from Portland to Indiana that are best for you.

Fly from

Portland

Fly to

Indiana

Route

Depart

Return

Price

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 12/11

6:00 am-10:44 am

1 stop5h 44m

Chicago O'Hare Intl

Sat 12/13

8:45 am-2:19 pm

1 stop4h 34m

$229

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 12/12

4:43 pm-10:30 pm

1 stop6h 47m

Chicago O'Hare Intl

Mon 12/15

8:55 am-4:07 pm

1 stop6h 12m

$229

PortlandChicago

PWM - MDW

PWMMDW

Portland

Thu 12/11

5:30 am-10:10 am

1 stop5h 40m

Chicago Midway

Sat 12/13

4:45 pm-9:55 pm

1 stop4h 10m

$229

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 1/31

8:40 am-1:15 pm

1 stop5h 35m

Chicago O'Hare Intl

Tue 2/3

8:52 am-2:31 pm

1 stop4h 39m

$229

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 1/26

2:35 pm-11:57 pm

2 stops10h 22m

Chicago O'Hare Intl

Mon 2/2

7:01 am-1:45 pm

1 stop5h 44m

$234

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 1/31

6:00 am-1:11 pm

2 stops8h 11m

Chicago O'Hare Intl

Tue 2/3

1:58 pm-12:20 am

2 stops9h 22m

$239

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 1/30

2:35 pm-11:57 pm

2 stops10h 22m

Chicago O'Hare Intl

Tue 2/3

1:58 pm-11:22 pm

2 stops8h 24m

$239

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 1/6

6:00 am-4:43 pm

2 stops11h 43m

Chicago O'Hare Intl

Sat 1/10

11:05 am-10:29 pm

2 stops10h 24m

$239

PortlandChicago

PWM - MDW

PWMMDW

Portland

Sat 1/31

12:48 pm-10:26 pm

2 stops10h 38m

Chicago Midway

Tue 2/3

1:28 pm-11:22 pm

2 stops8h 54m

$239

PortlandSouth Bend

PWM - SBN

PWMSBN

Portland

Thu 2/5

6:00 am-1:25 pm

2 stops7h 25m

South Bend/Michiana

Mon 2/9

11:54 am-11:22 pm

2 stops11h 28m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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

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

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

Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Indiana (average of $89). Flying from Portland, Maine to Indiana in February is currently the most expensive (average of $282). 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 PWM to IN?

Find hourly flight availability from Portland to Indiana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

It’s typically best to fly out from Portland, Maine to Indiana in the morning. Doing so could potentially save you 18% on the flight price compared to flying in the evening, which is usually more expensive.

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 November 13, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Portland to Indiana have to say. 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.
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,017 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,051 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Portland to Indiana. 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 from for flights from Portland to Indiana?

    Portland (PWM), located 2.9 mi from the city center, is the airport you fly out of when you book flights from Portland to Indiana.

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

    Airlines like United Airlines, Delta, and Southwest fly from Portland, Maine to Indiana in about 5h 40m. The time it takes to get you to your destination can typically vary by up to 1h 07m. Portland, Maine and Indiana are separated by a distance of 892 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $115. Users have also found prices from $125 and $125 on American Airlines and United Airlines, respectively.

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

    When deciding which route to take from Portland, Maine to Indiana consider Portland - Chicago O'Hare Intl, Portland - Cincinnati Cinci./N. Kentucky or Portland - Chicago Midway as they are the most popular.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Portland, Maine to Indiana (average of $89). Flying from Portland, Maine to Indiana in February is currently the most expensive (average of $282). 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 Portland to Indiana

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Top 4 airlines flying from Portland to Indiana

Discover the top 4 airlines that operate flights from Portland 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$163Average$432FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$216Average$386FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$368FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$267Average$396FlexibilityNo cancel feeOn-time63%

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