$80+ Cheap flights from Oregon 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — IND
Feb 28 — Mar 71
1 adult, Economy
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oregon to Indiana
Cheapest flights from Oregon to IndianaExplore the most affordable flight options available from Oregon to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
Explore the most affordable flight options available from Oregon to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/512:38 pm
BOI
- ORD
1 stop9h 36m
Frontier
Wed 3/118:55 pm
ORD
- BOI
2 stops15h 25m
Frontier
Deal found 1/26![Frontier logo]()
$210
This Expedia deal was found by Cheapflights users on 1/27. 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.
Thu 2/2612:38 pm
BOI
- ORD
1 stop23h 47m
Multiple Airlines
Thu 3/53:54 pm
ORD
- BOI
1 stop7h 46m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$214
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Mon 3/93:07 pm
ORD
- PDX
1 stop10h 50m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 1/28. 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 4/146:00 am
PDX
- MDW
1 stop5h 32m
Delta
Sat 4/182:12 pm
MDW
- PDX
1 stop7h 53m
Delta
Deal found 1/28![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 3/1311:59 pm
PDX
- ORD
Nonstop3h 57m
American Airlines
Fri 3/209:44 pm
ORD
- PDX
Nonstop4h 31m
American Airlines
Deal found 1/27![American Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Fri 3/612:04 pm
PDX
- ORD
1 stop10h 53m
Frontier
Mon 3/98:55 pm
ORD
- PDX
2 stops38h 03m
Frontier
Deal found 1/28![Frontier logo]()
$221
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:55 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Wed 6/105:30 pm
MDW
- PDX
Nonstop4h 20m
Southwest
Deal found 1/26![Southwest logo]()
$221
This Trip.com deal was found by Cheapflights users on 1/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
PDX
- ORD
Nonstop4h 11m
Hawaiian Airlines
Sat 2/288:20 am
ORD
- PDX
1 stop10h 29m
Hawaiian Airlines
Deal found 1/28![Hawaiian Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 6/184:06 pm
PDX
- IND
Nonstop4h 09m
Allegiant Air
Sun 6/211:37 pm
IND
- PDX
Nonstop4h 39m
Allegiant Air
Deal found 1/28![Allegiant Air logo]()
$222
This Southwest deal was found by Cheapflights users on 1/27. 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.
Tue 2/245:05 am
PDX
- MDW
2 stops11h 40m
Southwest
Tue 3/33:35 pm
MDW
- PDX
Nonstop4h 25m
Southwest
Deal found 1/27![Southwest logo]()
$222
This United Airlines deal was found by Cheapflights users on 1/28. 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 2/1712:57 pm
PDX
- ORD
1 stop8h 07m
United Airlines
Tue 2/244:15 pm
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 1/28![United Airlines logo]()
$224
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:48 pm
PDX
- CVG
1 stop26h 00m
Frontier
Sun 4/198:48 pm
CVG
- PDX
1 stop15h 11m
Frontier
Deal found 1/27![Frontier logo]()
$226
Find flight deals from Oregon to Indiana
Keep the following information in mind while searching for Oregon to Indiana flight deals. Data was last updated January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $210 (Kiwi.com) |
One-way from | $80 (Priceline) |
Popular in | March |
Cheapest in | August |
Average price | $469 |
Good round-trip deal | $119 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Oregon 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 29, 2026.
Use the filters below to find and compare flights from Oregon to Indiana that are best for you.
Fly from
Oregon
Fly to
Indiana
Route
Depart
Return
Price
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 4/14
1:35 pm-11:59 pm
1 stop8h 24m
Chicago O'Hare Intl
Sat 4/18
4:10 pm-11:59 pm
1 stop9h 49m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 3/6
11:59 pm-5:53 am
Nonstop3h 54m
Chicago O'Hare Intl
Mon 3/9
8:04 pm-10:45 pm
Nonstop4h 41m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 3/18
11:15 pm-9:10 am
1 stop7h 55m
Chicago O'Hare Intl
Wed 3/25
7:10 pm-11:54 pm
1 stop6h 44m
$217
PortlandChicago
PDX - MDW
PDXMDW
Portland
Fri 2/27
6:45 am-12:40 pm
Nonstop3h 55m
Chicago Midway
Fri 3/6
10:20 pm-12:45 am
Nonstop4h 25m
$217
PortlandChicago
PDX - MDW
PDXMDW
Portland
Tue 2/24
12:09 pm-10:33 pm
1 stop8h 24m
Chicago Midway
Tue 3/3
1:49 pm-8:30 pm
1 stop8h 41m
$217
PortlandChicago
PDX - MDW
PDXMDW
Portland
Tue 2/24
12:40 am-9:06 am
1 stop6h 26m
Chicago Midway
Wed 3/4
1:49 pm-8:30 pm
1 stop8h 41m
$217
PortlandChicago
PDX - MDW
PDXMDW
Portland
Tue 5/5
11:55 pm-5:50 am
Nonstop3h 55m
Chicago Midway
Wed 6/10
5:30 pm-7:50 pm
Nonstop4h 20m
$221
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 2/14
1:40 pm-11:26 pm
1 stop7h 46m
Chicago O'Hare Intl
Wed 2/18
9:10 am-11:55 am
Nonstop4h 45m
$224
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 2/26
12:57 pm-11:04 pm
1 stop8h 07m
Chicago O'Hare Intl
Thu 3/5
8:04 pm-10:45 pm
Nonstop4h 41m
$227
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 3/3
12:40 am-8:40 am
1 stop6h 00m
Chicago O'Hare Intl
Sun 3/8
7:10 pm-11:54 pm
1 stop6h 44m
$227
Showing 1-10 of 60 results
Best time to book a flight from Oregon to Indiana
Have a flexible travel schedule? Discover the best time to fly to Indiana from Oregon 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 Oregon to Indiana
What is the cheapest month to book a flight from Oregon to Indiana?
Currently, August is the cheapest month in which you can book a flight from Oregon to Indiana (average of $81). Flying from Oregon to Indiana in October is currently the most expensive (average of $279). 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 OR to IN?
Find hourly flight availability from Oregon 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 January 29, 2026.
It’s typically best to fly out from Oregon to Indiana at noon. Doing so could potentially save you 87% 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 January 29, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Oregon to Indiana. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Food
7.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Oregon to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Oregon to Indiana
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Oregon to Indiana
Discover the top 8 airlines that operate flights from Oregon 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 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$142 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$81 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$340 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$173 | Average$477 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$218 | Average$489 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$246 | Average$472 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$292 | Average$572 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$356 | Average$484 | FlexibilityNo cancel fee | On-time63% |