HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Salem

$101+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDX
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Salem with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Salem are usually found in September or January, booked 69 days in advance, depart on a Wednesday or Tuesday and return on a Friday

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 junio 12, 2025.

Round-trip from

$217
(Southwest)

One-way from

$101
(Delta)

Popular in

December

Cheapest in

September

Average price

$313
From Chicago (CHI) to Salem
Search Deals
One-way flight from Chicago (CHI) to Salem
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 junio 12, 2025.

This Southwest deal was found by Cheapflights users on 6/11. 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.
lun. 9/18:50 pmMDW - PDX
Nonstop4h 15mSouthwest
vie. 9/512:35 pmPDX - MDW
1 stop9h 15mSouthwest
Deal found 6/11$217
This Hawaiian Airlines deal was found by Cheapflights users on 6/11. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/182:07 pmORD - PDX
Nonstop4h 29mHawaiian Airlines
lun. 9/228:37 pmPDX - ORD
1 stop8h 26mHawaiian Airlines
Deal found 6/11$217
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
mié. 6/259:15 pmORD - PDX
1 stop16h 02mSpirit Airlines
mar. 7/16:39 pmPDX - ORD
1 stop14h 11mSpirit Airlines
Deal found 6/10$218
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 7/292:03 pmORD - PDX
Nonstop4h 32mAlaska Airlines
sáb. 8/25:35 pmPDX - ORD
Nonstop4h 04mAlaska Airlines
Deal found 6/10$227
This Orbitz deal was found by Cheapflights users on 6/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/57:00 amORD - PDX
Nonstop4h 25mMultiple Airlines
mar. 7/86:39 pmPDX - ORD
1 stop9h 24mMultiple Airlines
Deal found 6/12$230
This Delta deal was found by Cheapflights users on 6/11. 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.
vie. 7/44:30 pmORD - PDX
1 stop8h 07mDelta
jue. 7/1012:40 amPDX - ORD
1 stop5h 45mDelta
Deal found 6/11$234
This Delta deal was found by Cheapflights users on 6/11. 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.
mar. 7/291:46 pmMDW - PDX
1 stop8h 37mDelta
vie. 8/812:40 amPDX - MDW
1 stop6h 05mDelta
Deal found 6/11$247
This American Airlines deal was found by Cheapflights users on 6/11. 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.
sáb. 7/267:25 amORD - PDX
Nonstop4h 24mAmerican Airlines
mar. 7/2911:54 pmPDX - ORD
Nonstop3h 56mAmerican Airlines
Deal found 6/11$272
This Sun Country Air deal was found by Cheapflights users on 6/11. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/254:45 pmORD - PDX
1 stop8h 01mSun Country Air
sáb. 7/267:00 amPDX - ORD
1 stop8h 27mSun Country Air
Deal found 6/11$285
This Frontier deal was found by Cheapflights users on 6/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/254:29 pmMDW - PDX
1 stop9h 47mFrontier
dom. 9/286:05 amPDX - MDW
1 stop10h 56mFrontier
Deal found 6/12$288
This United Airlines deal was found by Cheapflights users on 6/10. 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.
mié. 7/25:00 amORD - PDX
1 stop6h 32mUnited Airlines
lun. 7/711:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Deal found 6/10$301
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/245:40 amORD - PDX
1 stop6h 31mFrontier
mié. 7/3012:25 pmPDX - ORD
1 stop9h 45mFrontier
Deal found 6/11$306

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 junio 12, 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

MDW - PDX

MDWPDX

Chicago Midway

lun. 9/1

8:50 pm-11:05 pm

Nonstop4h 15m

Portland

vie. 9/5

12:35 pm-11:50 pm

1 stop9h 15m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

sáb. 7/26

7:00 am-9:25 am

Nonstop4h 25m

Portland

mar. 8/12

5:35 pm-11:39 pm

Nonstop4h 04m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

mié. 6/25

9:15 pm-11:17 am

1 stop16h 02m

Portland

mar. 7/1

6:39 pm-10:50 am

1 stop14h 11m

$218

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

mié. 8/27

7:45 am-12:12 pm

1 stop6h 27m

Portland

sáb. 8/30

12:46 am-8:24 am

1 stop5h 38m

$225

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

sáb. 7/5

7:00 am-9:25 am

Nonstop4h 25m

Portland

mar. 7/8

6:39 pm-6:03 am

1 stop9h 24m

$230

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

vie. 7/25

2:03 pm-4:35 pm

Nonstop4h 32m

Portland

vie. 8/1

5:35 pm-11:39 pm

Nonstop4h 04m

$236

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

mar. 7/29

1:46 pm-8:23 pm

1 stop8h 37m

Portland

vie. 8/8

12:40 am-8:45 am

1 stop6h 05m

$247

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

sáb. 7/26

7:25 am-9:49 am

Nonstop4h 24m

Portland

mar. 7/29

11:54 pm-5:50 am

Nonstop3h 56m

$272

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

vie. 7/25

4:45 pm-10:46 pm

1 stop8h 01m

Portland

dom. 7/27

11:55 pm-5:15 pm

1 stop15h 20m

$285

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

jue. 9/25

4:29 pm-12:16 am

1 stop9h 47m

Portland

dom. 9/28

6:05 am-7:01 pm

1 stop10h 56m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 28 results
1
2
3

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

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 $368). 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 junio 12, 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 junio 12, 2025.

The most flights from CHI to SA8 are scheduled on a Thursday (29 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 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 junio 12, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Delta, which is currently one of the cheapest options available, starting at $101. Spirit Airlines flights start at $101 while deals on Hawaiian Airlines start at $102 one-way.

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

    Consider Brussels Airlines (95%), Alaska Airlines (93%) or United Airlines (91%) 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 $89. While the most popular route (Chicago O'Hare Intl - Portland) can be booked for $179 on average our data indicates $571 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 $368). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Salem

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Portland flights
Midway to Portland flights
O'Hare Intl to Boise flights
St. Louis to Portland flights
Midway to Boise flights
O'Hare Intl to Redmond flights
O'Hare Intl to Eugene flights
Moline to Portland flights
St. Louis to Eugene flights
Midway to Redmond flights
Peoria to Portland flights
O'Hare Intl to Medford flights
St. Louis to Boise flights
St. Louis to Medford flights
O'Hare Intl to North Bend flights
Midway to Eugene flights
St. Louis to Redmond flights
Midway to Medford flights
Decatur to Portland flights
Moline to Medford flights
Peoria to Boise flights
Springfield to Portland flights
Bloomington to Portland flights
Evansville to Portland flights
O'Hare Intl to Yakima flights
Bloomington to Boise flights
Moline to Eugene flights
Evansville to Boise flights
Peoria to Eugene flights
Dubuque to Portland flights
Springfield to Eugene flights
Bloomington to Eugene flights
Peoria to North Bend flights
Champaign to Portland flights
Springfield to Medford flights
Peoria to Medford flights
Evansville to Medford flights
Champaign to Boise flights
St. Louis to Yakima flights

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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$91Average$143FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$183FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$143Average$292FlexibilityNo cancel feeOn-time85%
DeltaCheapest$176Average$371FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$179Average$400FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$222Average$491FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$227Average$386FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$237Average$444FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.