Salem

$114+ Cheap flights from Chicago (CHI) to Salem, OR

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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDX
Apr 29 — May 61
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Find cheap flights from Chicago to Salem with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Salem are usually found in September or January, booked 24 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to Salem

Keep the following information in mind while searching for Chicago to Salem flight deals. Data was last updated April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$222
(Orbitz)

One-way from

$114
(Southwest)

Popular in

December

Cheapest in

September

Average price

$312
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
From Chicago (CHI) to Salem
One-way flight from Chicago (CHI) to Salem
Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in April 2025

Find flight deals from Chicago to Salem

Cheapest flights from Chicago to Salem
Explore the most affordable flight options available from Chicago to Salem. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Orbitz deal was found by Cheapflights users on 4/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1211:50 amORD - PDX
1 stop6h 55mMultiple Airlines
Sun 5/187:00 amPDX - ORD
Nonstop4h 08mMultiple Airlines
Deal found 4/22$222
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/27:00 amORD - PDX
Nonstop4h 25mAlaska Airlines
Wed 7/95:35 pmPDX - ORD
Nonstop4h 04mAlaska Airlines
Deal found 4/22$223
This Southwest deal was found by Cheapflights users on 4/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:10 pmMDW - PDX
1 stop8h 25mSouthwest
Thu 6/52:30 pmPDX - MDW
Nonstop3h 55mSouthwest
Deal found 4/23$224
This Mytrip deal was found by Cheapflights users on 4/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:03 pmMDW - PDX
1 stop6h 35mFrontier
Sun 5/181:15 pmPDX - MDW
1 stop23h 33mFrontier
Deal found 4/21$225
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/77:00 amORD - PDX
Nonstop4h 23mHawaiian Airlines
Sat 6/145:35 pmPDX - ORD
Nonstop4h 04mHawaiian Airlines
Deal found 4/22$226
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/712:05 pmORD - PDX
Nonstop4h 19mAmerican Airlines
Fri 6/1312:09 amPDX - ORD
Nonstop3h 56mAmerican Airlines
Deal found 4/23$228
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/236:00 amORD - PDX
1 stop20h 17mFrontier
Sat 5/316:35 amPDX - ORD
1 stop15h 17mFrontier
Deal found 4/22$230
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/911:50 amORD - PDX
1 stop6h 55mSpirit Airlines
Mon 5/121:37 pmPDX - ORD
2 stops15h 05mSpirit Airlines
Deal found 4/23$233
This Delta deal was found by Cheapflights users on 4/23. 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 5/315:25 pmMDW - PDX
1 stop6h 50mDelta
Wed 6/46:30 amPDX - MDW
1 stop9h 15mDelta
Deal found 4/23$243
This Delta deal was found by Cheapflights users on 4/22. 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.
Mon 6/307:09 amORD - PDX
1 stop9h 44mDelta
Tue 7/810:55 pmPDX - ORD
1 stop6h 27mDelta
Deal found 4/22$258
This Sun Country Air deal was found by Cheapflights users on 4/22. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/268:38 pmORD - PDX
1 stop28h 08mSun Country Air
Sun 6/296:00 amPDX - ORD
1 stop11h 17mSun Country Air
Deal found 4/22$310
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Sat 6/144:02 pmORD - PDX
Nonstop4h 32mUnited Airlines
Wed 6/184:15 pmPDX - ORD
1 stop6h 10mUnited Airlines
Deal found 4/22$327

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Salem 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 April 24, 2025.
Use the filters below to find and compare flights from Chicago to Salem that are best for you.

Fly from

Chicago

Fly to

Salem

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 5/12

11:50 am-4:45 pm

1 stop6h 55m

Portland

Sun 5/18

7:00 am-1:08 pm

Nonstop4h 08m

$222

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 7/2

7:00 am-9:25 am

Nonstop4h 25m

Portland

Wed 7/9

5:35 pm-11:39 pm

Nonstop4h 04m

$223

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 5/30

6:10 pm-12:35 am

1 stop8h 25m

Portland

Thu 6/5

2:30 pm-8:25 pm

Nonstop3h 55m

$224

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 5/15

8:03 pm-12:38 am

1 stop6h 35m

Portland

Sun 5/18

1:15 pm-2:48 pm

1 stop23h 33m

$225

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/7

7:00 am-9:23 am

Nonstop4h 23m

Portland

Sat 6/14

5:35 pm-11:39 pm

Nonstop4h 04m

$227

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/7

7:17 am-9:39 am

Nonstop4h 22m

Portland

Fri 6/13

12:09 am-6:05 am

Nonstop3h 56m

$228

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 5/23

6:00 am-12:17 am

1 stop20h 17m

Portland

Sat 5/31

6:35 am-11:52 pm

1 stop15h 17m

$230

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 5/9

11:50 am-4:45 pm

1 stop6h 55m

Portland

Mon 5/12

1:37 pm-6:42 am

2 stops15h 05m

$233

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 5/31

5:25 pm-10:15 pm

1 stop6h 50m

Portland

Wed 6/4

6:30 am-5:45 pm

1 stop9h 15m

$243

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 6/30

7:09 am-2:53 pm

1 stop9h 44m

Portland

Tue 7/8

10:55 pm-7:22 am

1 stop6h 27m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 27 results
1
2
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Best time to book a flight from Chicago to Salem

Have a flexible travel schedule? Discover the best time to fly to Salem from Chicago 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 Chicago to Salem

How far ahead should I book a flight from Chicago to Salem?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Salem. Price data was last updated on April 18, 2025.

Booking 24 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Salem. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Salem?

Currently, November is the cheapest month in which you can book a flight from Chicago to Salem (average of $277). Flying from Chicago to Salem in March is currently the most expensive (average of $369). 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 CHI to SA8?

Find hourly flight availability from Chicago to Salem. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

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

What is the cheapest day to fly from Chicago to Salem?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Salem. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Salem flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Salem

Explore weekly flight availability from Chicago to Salem. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 24, 2025.

The most flights from CHI to SA8 are scheduled on a Monday (24 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (13 on average).

Rainfall in Salem by month

Plan your trip to Salem by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Salem ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Salem when rainfall is around 0.7 in.

Temperature in Salem by month

Plan your trip to Salem by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Salem, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Salem

Get insights into the airlines that provide service to Salem. 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 Salem. Reviews last updated April 24, 2025.
To help decide which airline to fly from Chicago to Salem, see what other customers have to say about Alaska Airlines, Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
8.0
Very good

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Chicago to Salem. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Chicago to Salem one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $114. Alaska Airlines flights start at $114 while deals on Frontier start at $115 one-way.

  • What are the most reliable airlines from Chicago to Salem?

    Consider Alaska Airlines (89%), Hawaiian Airlines (89%) or Brussels Airlines (88%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Salem.

  • What are the cheapest flights from Chicago to Salem?

    Looking at all options, your cheapest flight can be booked for $113. While the most popular route (Chicago O'Hare Intl - Portland) can be booked for $164 on average our data indicates $779 when flying from Chicago to Salem.

  • Can I find deals for flights from Chicago to Salem that include hotel bookings?

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

  • How can I find direct flights from Chicago to Salem?

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

  • Can I find deals for business class flights from Chicago to Salem?

    Yes. Cheapflights offers flight deals from Chicago to Salem 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 Chicago to Salem?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Salem (average of $277). Flying from Chicago to Salem in March is currently the most expensive (average of $369). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 8 airlines flying from Chicago to Salem

Discover the top 8 airlines that operate flights from Chicago to Salem. 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$137FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$178FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$134Average$289FlexibilityNo cancel feeOn-time85%
DeltaCheapest$176Average$402FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$177Average$406FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$197Average$358FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$214Average$483FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$238Average$429FlexibilityNo cancel feeOn-time63%

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