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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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
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 August, booked 83 days in advance, depart on a Wednesday or Saturday 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

$153
(Mytrip)

One-way from

$79
(JetBlue)

Popular in

April

Cheapest in

September

Average price

$247
Provider with most accurate pricing for Chicago (CHI)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Boston Logan Intl 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. 14% potential increase in price ($42 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 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 Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/510:25 amORD - BOS
3 stops33h 55mSpirit Airlines
mié. 3/125:00 pmBOS - ORD
2 stops15h 44mSpirit Airlines
Deal found 2/19$151
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.
sáb. 3/13:25 pmORD - BOS
1 stop8h 05mMultiple Airlines
mié. 3/511:14 amBOS - ORD
1 stop13h 42mMultiple Airlines
Deal found 2/19$152
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/57:10 amORD - BOS
Nonstop2h 33mDelta
dom. 3/97:00 amBOS - ORD
Nonstop3h 09mDelta
Deal found 2/20$155
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.
jue. 5/17:20 pmMDW - BOS
Nonstop2h 15mSouthwest
dom. 5/48:20 pmBOS - MDW
Nonstop2h 40mSouthwest
Deal found 2/19$157
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/53:13 pmORD - BOS
Nonstop2h 24mAmerican Airlines
lun. 4/78:59 pmBOS - ORD
Nonstop2h 58mAmerican Airlines
Deal found 2/20$158
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/72:41 pmMDW - BOS
1 stop16h 40mFrontier
sáb. 3/159:12 amBOS - MDW
1 stop14h 28mFrontier
Deal found 2/20$160
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/274:21 pmORD - BOS
1 stop7h 23mFrontier
jue. 3/275:10 amBOS - ORD
1 stop6h 40mFrontier
Deal found 2/19$162
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/16:30 pmORD - BOS
Nonstop2h 29mJetBlue
dom. 5/46:00 amBOS - ORD
Nonstop3h 01mJetBlue
Deal found 2/19$167
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. 4/37:10 amORD - BOS
Nonstop2h 28mUnited Airlines
dom. 4/67:43 amBOS - ORD
Nonstop2h 57mUnited Airlines
Deal found 2/19$168
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. 3/47:00 amORD - BOS
1 stop4h 35mSouthwest
jue. 3/65:10 amBOS - ORD
1 stop8h 35mSouthwest
Deal found 2/19$226
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.
vie. 3/146:42 pmMDW - BOS
1 stop4h 09mDelta
mar. 3/185:30 amBOS - MDW
1 stop4h 15mDelta
Deal found 2/19$313

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

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mié. 3/5

10:25 am-9:20 pm

3 stops33h 55m

Boston Logan Intl

mié. 3/12

5:00 pm-7:44 am

2 stops15h 44m

$151

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 4/17

9:20 am-12:47 am

1 stop14h 27m

Boston Logan Intl

lun. 4/21

9:31 pm-8:04 am

1 stop11h 33m

$153

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

vie. 3/7

7:10 am-10:43 am

Nonstop2h 33m

Boston Logan Intl

lun. 3/10

7:25 am-9:34 am

Nonstop3h 09m

$157

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

jue. 5/1

7:20 pm-10:35 pm

Nonstop2h 15m

Boston Logan Intl

dom. 5/4

8:20 pm-10:00 pm

Nonstop2h 40m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb. 4/5

3:13 pm-6:37 pm

Nonstop2h 24m

Boston Logan Intl

lun. 4/7

8:59 pm-10:57 pm

Nonstop2h 58m

$158

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

vie. 3/7

2:41 pm-8:21 am

1 stop16h 40m

Boston Logan Intl

sáb. 3/15

9:12 am-10:40 pm

1 stop14h 28m

$160

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

dom. 3/9

8:10 am-9:11 am

1 stop24h 01m

Boston Logan Intl

dom. 3/16

6:00 am-7:44 am

1 stop26h 44m

$162

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 3/6

7:30 am-10:49 am

Nonstop2h 19m

Boston Logan Intl

lun. 3/10

5:30 am-9:35 am

1 stop5h 05m

$164

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

jue. 5/1

6:30 pm-9:59 pm

Nonstop2h 29m

Boston Logan Intl

dom. 5/4

6:00 am-8:01 am

Nonstop3h 01m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

mar. 3/4

7:00 am-12:35 pm

1 stop4h 35m

Boston Logan Intl

jue. 3/6

5:10 am-12:45 pm

1 stop8h 35m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 25 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.

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 79 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 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 February 16, 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 febrero 20, 2025.

The most flights from CHI to SA9 are scheduled on a Monday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 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 febrero 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta 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
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

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

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

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
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

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
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

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.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

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
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

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 JetBlue, 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 WestJet (100%), Air France (100%) or Korean Air (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?

    The cheapest flight price from Chicago to Salem is $78. On average you can expect to pay $680. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for $91.

  • 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.

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$38Average$96FlexibilityNo cancel feeOn-time65%
DeltaCheapest$63Average$302FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$85Average$237FlexibilityNo cancel feeOn-time62%
FrontierCheapest$86Average$113FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$139Average$332FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$156Average$296FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$157Average$330FlexibilityNo cancel feeOn-time63%
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