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$79+ Cheap flights from Chicago (CHI) to Salem, MA, MA

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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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The best prices from Chicago to Salem are usually found in September or August, booked 83 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from Chicago to Salem

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Salem (SA9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$154
(CheapOair)

One-way from

$79
(United Airlines)

Popular in

April

Cheapest in

September

Average price

$219
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. 15% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 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 enero 21, 2025.

This Booking.com deal was found by Cheapflights users on 1/19. 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.
vie. 3/710:00 amORD - BOS
1 stop13h 44mFrontier
mar. 3/116:00 amBOS - ORD
1 stop29h 57mFrontier
Deal found 1/19$154
This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/37:25 pmMDW - BOS
1 stop14h 08mFrontier
vie. 3/710:41 amBOS - MDW
1 stop11h 44mFrontier
Deal found 1/20$154
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/106:15 amORD - BOS
1 stop10h 25mSpirit Airlines
lun. 5/126:30 pmBOS - ORD
1 stop28h 51mSpirit Airlines
Deal found 1/21$156
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/207:10 amORD - BOS
Nonstop2h 33mDelta
dom. 2/237:15 amBOS - ORD
Nonstop3h 06mDelta
Deal found 1/21$157
This Southwest deal was found by Cheapflights users on 1/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/1910:05 amMDW - BOS
Nonstop2h 15mSouthwest
dom. 2/236:50 amBOS - MDW
Nonstop2h 55mSouthwest
Deal found 1/21$157
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/112:25 pmORD - BOS
1 stop8h 35mMultiple Airlines
jue. 2/66:00 amBOS - ORD
1 stop28h 52mMultiple Airlines
Deal found 1/20$159
This JetBlue deal was found by Cheapflights users on 1/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/265:45 pmORD - BOS
Nonstop2h 35mJetBlue
sáb. 3/12:00 pmBOS - ORD
Nonstop3h 05mJetBlue
Deal found 1/20$167
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/187:30 amORD - BOS
Nonstop2h 19mUnited Airlines
sáb. 3/225:30 amBOS - ORD
1 stop5h 08mUnited Airlines
Deal found 1/20$194
This American Airlines deal was found by Cheapflights users on 1/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/27:00 amORD - BOS
Nonstop2h 20mAmerican Airlines
jue. 3/61:39 pmBOS - ORD
Nonstop3h 03mAmerican Airlines
Deal found 1/21$197
This Southwest deal was found by Cheapflights users on 1/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 1/297:00 amORD - BOS
1 stop4h 35mSouthwest
vie. 1/316:05 amBOS - ORD
2 stops11h 40mSouthwest
Deal found 1/21$242
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/209:33 amMDW - BOS
1 stop5h 20mDelta
dom. 2/235:20 amBOS - MDW
1 stop4h 31mDelta
Deal found 1/21$317

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 3/7

5:05 am-8:12 am

1 stop26h 07m

Boston Logan Intl

mar. 3/11

6:00 am-9:05 am

1 stop28h 05m

$154

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

lun. 3/3

7:25 pm-10:33 am

1 stop14h 08m

Boston Logan Intl

vie. 3/7

10:41 am-9:25 pm

1 stop11h 44m

$154

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 2/18

7:13 pm-3:03 pm

2 stops18h 50m

Boston Logan Intl

mar. 2/25

10:03 am-11:58 pm

1 stop14h 55m

$155

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 2/20

7:10 am-10:43 am

Nonstop2h 33m

Boston Logan Intl

lun. 2/24

8:20 pm-10:19 pm

Nonstop2h 59m

$157

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

mié. 2/19

10:05 am-1:20 pm

Nonstop2h 15m

Boston Logan Intl

dom. 2/23

6:50 am-8:45 am

Nonstop2h 55m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 2/20

7:00 am-10:20 am

Nonstop2h 20m

Boston Logan Intl

dom. 2/23

5:14 am-7:15 am

Nonstop3h 01m

$159

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

lun. 2/24

7:00 am-10:19 am

1 stop26h 19m

Boston Logan Intl

vie. 2/28

6:00 am-3:53 pm

1 stop10h 53m

$160

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 2/26

5:45 pm-9:20 pm

Nonstop2h 35m

Boston Logan Intl

dom. 3/2

10:05 am-12:05 pm

Nonstop3h 00m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 3/18

7:30 am-10:49 am

Nonstop2h 19m

Boston Logan Intl

sáb. 3/22

5:30 am-9:38 am

1 stop5h 08m

$194

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 2/25

11:25 am-10:30 pm

2 stops10h 05m

Boston Logan Intl

dom. 3/2

8:20 am-2:00 pm

1 stop6h 40m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 25 results
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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.

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 January 17, 2025.

Booking 83 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, January is the cheapest month in which you can book a flight from Chicago to Salem (average of $218). Flying from Chicago to Salem in July is currently the most expensive (average of $311). 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 SA9?

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 enero 21, 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 January 21, 2025.

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 afternoons 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 enero 21, 2025.

The most flights from CHI to SA9 are scheduled on a Tuesday (51 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 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 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Salem when rainfall is around 3.1 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 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 enero 21, 2025.
Read reviews from past customers who have flown Delta, Frontier and Spirit Airlines from Chicago to Salem. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 United Airlines, which is currently one of the cheapest options available, starting at $79. Southwest flights start at $79 while deals on Spirit Airlines start at $80 one-way.

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

    Consider Korean Air (92%), Etihad Airways (89%) or Scandinavian Airlines (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?

    The cheapest flight price from Chicago to Salem is $78. On average you can expect to pay $686. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for $114.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Salem (average of $218). Flying from Chicago to Salem in July is currently the most expensive (average of $311). 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.

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Alternative routes for Chicago to Salem

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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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$96FlexibilityNo cancel feeOn-time65%
DeltaCheapest$63Average$316FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$69Average$116FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$86Average$242FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$139Average$336FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$153Average$332FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$155Average$299FlexibilityNo cancel feeOn-time69%
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