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Salem

$94+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDX
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$221
(Mytrip)

One-way from

$94
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$333
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
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From Chicago (CHI) to Salem
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One-way flight from Chicago (CHI) to Salem
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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 febrero 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/2710:45 pmORD - PDX
1 stop12h 36mMultiple Airlines
sáb. 3/19:00 amPDX - ORD
1 stop14h 01mMultiple Airlines
Deal found 2/19$222
This FlightHub deal was found by Cheapflights users on 2/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/289:56 pmORD - PDX
1 stop13h 25mSpirit Airlines
dom. 3/97:32 pmPDX - ORD
1 stop9h 10mSpirit Airlines
Deal found 2/19$223
This Trip.com deal was found by Cheapflights users on 2/20. 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.
sáb. 3/18:44 pmMDW - PDX
1 stop13h 56mFrontier
mié. 3/56:32 amPDX - MDW
1 stop15h 45mFrontier
Deal found 2/20$228
This American Airlines deal was found by Cheapflights users on 2/18. 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.
mié. 4/98:20 pmORD - PDX
Nonstop4h 42mAmerican Airlines
lun. 4/1411:52 pmPDX - ORD
Nonstop4h 05mAmerican Airlines
Deal found 2/18$232
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/297:59 pmORD - PDX
1 stop27h 46mFrontier
dom. 6/16:20 amPDX - ORD
1 stop15h 48mFrontier
Deal found 2/19$236
This Delta deal was found by Cheapflights users on 2/19. 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.
mié. 3/129:54 amMDW - PDX
1 stop10h 07mDelta
mar. 3/186:35 amPDX - MDW
1 stop5h 40mDelta
Deal found 2/19$237
This United Airlines deal was found by Cheapflights users on 2/19. 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.
jue. 5/2912:45 pmORD - PDX
Nonstop4h 28mUnited Airlines
mar. 6/311:59 pmPDX - ORD
Nonstop4h 01mUnited Airlines
Deal found 2/19$238
This Delta deal was found by Cheapflights users on 2/20. 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. 4/42:20 pmORD - PDX
1 stop6h 25mDelta
mar. 4/812:59 amPDX - ORD
1 stop5h 43mDelta
Deal found 2/20$247
This Hawaiian Airlines deal was found by Cheapflights users on 2/20. 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. 10/166:50 pmORD - PDX
1 stop7h 03mHawaiian Airlines
mar. 10/2111:00 pmPDX - ORD
Nonstop4h 04mHawaiian Airlines
Deal found 2/20$248
This Southwest deal was found by Cheapflights users on 2/19. 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.
mar. 4/154:35 pmMDW - PDX
1 stop8h 35mSouthwest
mar. 4/226:35 pmPDX - MDW
1 stop8h 45mSouthwest
Deal found 2/19$257
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
mié. 8/276:50 pmORD - PDX
1 stop7h 03mAlaska Airlines
lun. 9/19:30 pmPDX - ORD
1 stop12h 34mAlaska Airlines
Deal found 2/19$269
This Sun Country Air deal was found by Cheapflights users on 2/20. 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.
jue. 8/78:10 pmORD - PDX
1 stop23h 36mSun Country Air
dom. 8/1011:59 pmPDX - ORD
1 stop17h 12mSun Country Air
Deal found 2/20$310

Find flights from Chicago to Salem within your budget

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 febrero 20, 2025.

Fly from

Chicago

Fly to

Salem

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

dom. 4/6

6:45 am-12:44 am

1 stop19h 59m

Portland

dom. 4/13

9:27 pm-12:59 am

2 stops25h 32m

$222

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

vie. 3/7

9:16 am-1:38 pm

2 stops30h 22m

Portland

lun. 3/10

7:32 pm-8:21 am

2 stops34h 49m

$223

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

vie. 3/14

4:05 pm-6:44 pm

Nonstop4h 39m

Portland

mar. 3/18

10:06 am-12:23 am

1 stop12h 17m

$224

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

mar. 3/18

4:15 pm-6:48 pm

Nonstop4h 33m

Portland

mar. 3/25

7:31 pm-4:54 am

1 stop7h 23m

$228

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

sáb. 4/5

8:59 pm-8:47 am

1 stop13h 48m

Portland

sáb. 4/12

6:40 am-12:21 am

1 stop15h 41m

$228

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

mié. 4/9

8:20 pm-11:02 pm

Nonstop4h 42m

Portland

lun. 4/14

11:52 pm-5:57 am

Nonstop4h 05m

$232

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

mié. 3/12

9:54 am-6:01 pm

1 stop10h 07m

Portland

mar. 3/18

6:35 am-2:15 pm

1 stop5h 40m

$237

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

vie. 4/4

2:20 pm-6:45 pm

1 stop6h 25m

Portland

mar. 4/8

12:59 am-8:42 am

1 stop5h 43m

$247

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

mar. 4/15

4:35 pm-11:10 pm

1 stop8h 35m

Portland

mar. 4/22

6:35 pm-5:20 am

1 stop8h 45m

$257

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

lun. 3/17

4:05 pm-6:44 pm

Nonstop4h 39m

Portland

lun. 3/17

9:07 pm-5:53 am

1 stop6h 46m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 27 results
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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.

Travel insights for flights from Chicago to Salem

Get recent, data-driven insights about flights from Chicago to Salem including ideal travel times, pricing trends, and more.

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 February 14, 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 $376). 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 febrero 20, 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 Wednesday evenings when fares are most often at their lowest. Sunday 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 febrero 20, 2025.

The most flights from CHI to SA8 are scheduled on a Monday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 febrero 20, 2025.
To help decide which airline to fly from Chicago to Salem, see what other customers have to say about Southwest, Alaska Airlines and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Frontier, which is currently one of the cheapest options available, starting at $94. Spirit Airlines flights start at $96 while deals on Southwest start at $109 one-way.

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

    Consider Brussels Airlines (97%), Iberia (92%) or Lufthansa (85%) 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 $127 on average our data indicates $770 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 $376). 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 Chicago to Salem

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Chicago to Salem

Discover the top 7 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$139FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$209FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$173Average$398FlexibilityNo cancel feeOn-time75%
DeltaCheapest$176Average$368FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$195Average$347FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$217Average$435FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$228Average$431FlexibilityNo cancel feeOn-time63%
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