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Cheap flights from Portland, Maine to Indiana from $114

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Indiana departing on 2/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:30 pm - 7:20 pm
PWM
-
ORD
2h 50mnonstop
American Airlines Logo
6:45 am - 12:00 pm
ORD
-
PWM
4h 15m1 stop
$264American Airlines
Fri, May 8 - Mon, May 11
American Airlines Logo
5:07 pm - 11:40 pm
PWM
-
DAY
6h 33m1 stop
American Airlines Logo
6:20 pm - 11:50 pm
DAY
-
PWM
5h 30m1 stop
$269American Airlines
Tue, Mar 31 - Sun, Apr 5
Southwest Logo
5:45 am - 11:35 am
PWM
-
MDW
6h 50m1 stop
Southwest Logo
6:50 am - 2:55 pm
MDW
-
PWM
7h 05m1 stop
$269Southwest
Tue, Jan 27 - Thu, Jan 29
United Airlines Logo
4:10 pm - 10:29 pm
PWM
-
FWA
6h 19m1 stop
United Airlines Logo
1:39 pm - 11:30 pm
FWA
-
PWM
9h 51m2 stops
$274United Airlines
Mon, Jan 12 - Mon, Jan 19
Southwest Logo
1:00 pm - 5:35 pm
PWM
-
MDW
5h 35m1 stop
Southwest Logo
6:50 am - 2:55 pm
MDW
-
PWM
7h 05m1 stop
$274Southwest
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
11:29 am - 9:27 pm
PWM
-
ORD
10h 58m2 stops
Multiple Airlines Logo
12:44 pm - 9:07 am
ORD
-
PWM
19h 23m1 stop
$276Multiple Airlines
Mon, Feb 2 - Sun, Feb 8
United Airlines Logo
4:10 pm - 6:18 pm
PWM
-
ORD
3h 08mnonstop
United Airlines Logo
3:35 pm - 11:27 pm
ORD
-
PWM
6h 52m1 stop
$277United Airlines
Thu, Jan 8 - Tue, Jan 13
Delta Logo
6:00 am - 1:08 pm
PWM
-
ORD
8h 08m2 stops
Delta Logo
5:20 pm - 11:22 pm
ORD
-
PWM
5h 02m1 stop
$284Delta
Fri, Jan 9 - Fri, Jan 9
Delta Logo
12:20 pm - 5:34 pm
PWM
-
MDW
6h 14m1 stop
Delta Logo
9:32 am - 10:27 pm
MDW
-
PWM
11h 55m2 stops
$284Delta
Mon, Jan 5 - Fri, Jan 9
Multiple Airlines Logo
6:18 pm - 11:45 am
PWM
-
MDW
18h 27m2 stops
Multiple Airlines Logo
1:00 pm - 9:07 am
MDW
-
PWM
19h 07m1 stop
$310Multiple Airlines
Sat, Jan 31 - Sun, Feb 8

American Airlines flights from Portland, Maine to Indiana

Our best American Airlines deals on Portland, Maine to Indiana flight tickets
American Airlines
May 8
PWM5:30 pmPortland
2h 50m
ORD7:20 pmChicago O'Hare Intl
May 11
ORD6:45 amChicago O'Hare Intl
4h 15m
1 stop
PWM12:00 pmPortland
$264
Find similar
American Airlines
Apr 9
PWM12:09 pmPortland
6h 43m
1 stop
ORD5:52 pmChicago O'Hare Intl
Apr 13
ORD1:30 pmChicago O'Hare Intl
7h 55m
1 stop
PWM10:25 pmPortland
$269
Find similar
American Airlines
Jan 9
PWM7:00 amPortland
7h 22m
1 stop
ORD1:22 pmChicago O'Hare Intl
Jan 16
ORD3:48 pmChicago O'Hare Intl
6h 55m
1 stop
PWM11:43 pmPortland
$294
Find similar

Delta flights from Portland, Maine to Indiana

Our best Delta deals on Portland, Maine to Indiana flight tickets
Delta
Apr 8
PWM5:30 amPortland
8h 46m
2 stops
ORD1:16 pmChicago O'Hare Intl
Apr 12
ORD7:10 amChicago O'Hare Intl
3h 50m
1 stop
PWM12:00 pmPortland
$284
Find similar
Delta
Jan 9
PWM5:57 pmPortland
5h 37m
1 stop
ORD10:34 pmChicago O'Hare Intl
Jan 16
ORD1:55 pmChicago O'Hare Intl
9h 25m
2 stops
PWM12:20 amPortland
$325
Find similar
Delta
Feb 12
PWM6:30 amPortland
4h 46m
1 stop
CVG11:16 amCincinnati Cinci./N. Kentucky
Feb 18
CVG6:01 pmCincinnati Cinci./N. Kentucky
5h 19m
1 stop
PWM11:20 pmPortland
$328
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, 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, momondo users made 832,500 searches. Data last updated December 15, 2025.
Use the filters below to find and compare flights from Portland, Maine to Indiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 5/8

5:30 pm-7:20 pm

Nonstop2h 50m

Chicago O'Hare Intl

Mon 5/11

6:45 am-12:00 pm

1 stop4h 15m

$264

PortlandDayton

PWM - DAY

PWMDAY

Portland

Tue 3/31

5:07 pm-11:40 pm

1 stop6h 33m

Dayton

Sun 4/5

6:20 pm-11:50 pm

1 stop5h 30m

$269

PortlandChicago

PWM - MDW

PWMMDW

Portland

Tue 1/27

5:45 am-11:35 am

1 stop6h 50m

Chicago Midway

Thu 1/29

6:50 am-2:55 pm

1 stop7h 05m

$269

PortlandFort Wayne

PWM - FWA

PWMFWA

Portland

Mon 1/12

4:10 pm-10:29 pm

1 stop6h 19m

Fort Wayne

Mon 1/19

1:39 pm-11:30 pm

2 stops9h 51m

$274

PortlandChicago

PWM - MDW

PWMMDW

Portland

Sun 2/1

1:00 pm-5:35 pm

1 stop5h 35m

Chicago Midway

Sun 2/8

6:50 am-2:55 pm

1 stop7h 05m

$274

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 2/2

11:29 am-9:27 pm

2 stops10h 58m

Chicago O'Hare Intl

Sun 2/8

12:44 pm-9:07 am

1 stop19h 23m

$276

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 1/8

4:10 pm-6:18 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 1/13

3:35 pm-11:27 pm

1 stop6h 52m

$277

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 1/9

6:00 am-1:08 pm

2 stops8h 08m

Chicago O'Hare Intl

Fri 1/9

5:20 pm-11:22 pm

1 stop5h 02m

$284

PortlandChicago

PWM - MDW

PWMMDW

Portland

Mon 1/5

12:20 pm-5:34 pm

1 stop6h 14m

Chicago Midway

Fri 1/9

9:32 am-10:27 pm

2 stops11h 55m

$284

PortlandChicago

PWM - MDW

PWMMDW

Portland

Sat 1/31

6:18 pm-11:45 am

2 stops18h 27m

Chicago Midway

Sun 2/8

1:00 pm-9:07 am

1 stop19h 07m

$310

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Indiana from

How to get the cheapest flight ticket from Portland, Maine to Indiana

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Indiana?

The cheapest month to fly to Indiana from Portland, Maine is in October. Flight prices, which tend to average around $328, are often lower during this time because this is during the off-season. The month of August is another great option to travel to Indiana, with average flight prices from Portland, Maine averaging around $355.

What is the cheapest day to depart on your flight to Indiana?

Our data shows that Sunday is the least expensive day to fly to Indiana. Tickets to fly out on this day can be as low as $396. On the other hand, Monday is the most expensive day to depart from Portland, Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $469.

What is the cheapest time of day to depart on your flight to Indiana?

Our data shows that the cheapest Portland, Maine to Indiana flights are usually those with departure times at noon. Our users have found flights to Indiana at noon for as low as $418. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $587 on average. Flights to Indiana from Portland, Maine in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

Can stopping save me money on Portland, Maine to Indiana flights?

You could potentially save up to 14% on your flight if you consider stops on a Portland, Maine to Indiana flight.

Cheap Portland, Maine to Indiana flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Indiana

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Indiana

94 airports
The fastest flight from Portland, Maine to Indiana takes 2h 35m
Direct flights go from Portland, Maine to Indiana every day.
There are 94 airports in Indiana. From Portland, Maine there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • When did momondo last update prices for flights from Portland Airport to Indiana?

    Prices for flights from Portland Airport to Indiana are updated daily.

  • How many operators does momondo search for flights from Portland Airport to Indiana?

  • How old do you have to be to fly from Portland Airport to Indiana?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Indiana.

  • What documentation or ID do you need to fly to Indiana?

    The required travel and health documents for your Indiana trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Indiana. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Portland, Maine to Indiana

Compare and see reviews for airlines that fly from Portland, Maine to Indiana with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $163Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
American AirlinesPriceFrom $169Free CancellationRating
7.2
11,052 reviews
Search American Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
8,007 reviews
Search Delta flights
SouthwestPriceFrom $267Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Indiana?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to Indiana. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to Indiana with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Indiana from Portland with this policy.

How can momondo help me find flights from Portland to Indiana?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Indiana from Portland.

I’m not ready to book a flight from Portland to Indiana right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Portland to Indiana flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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