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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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
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The best prices from Chicago to Salem are usually found in September or January, booked 83 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

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 December 23, 2024.

Round-trip from

$119
(Booking.com)

One-way from

$79
(JetBlue)

Popular in

April

Cheapest in

September

Average price

$252
From Chicago (CHI) to Salem
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One-way flight from Chicago (CHI) to Salem
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High demand for flights, 15% potential price rise
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Best time to find cheap flights, 2% potential price drop
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Average for round-trip flights in December 2024
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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 December 23, 2024.

This CheapOair deal was found by Cheapflights users on 12/22. 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.
Thu 12/2610:15 pmORD - BOS
1 stop8h 18mFrontier
Sat 1/116:00 amBOS - ORD
1 stop28h 54mFrontier
Deal found 12/22$218
This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/292:00 pmORD - BOS
1 stop6h 12mAmerican Airlines
Wed 1/16:45 amBOS - ORD
Nonstop3h 04mAmerican Airlines
Deal found 12/22$228
This FlightHub deal was found by Cheapflights users on 12/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/258:14 pmORD - BOS
1 stop12h 44mSpirit Airlines
Tue 1/76:27 amBOS - ORD
1 stop13h 52mSpirit Airlines
Deal found 12/22$250
This Delta deal was found by Cheapflights users on 12/22. 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.
Thu 12/264:45 pmORD - BOS
Nonstop2h 29mDelta
Sat 1/115:45 pmBOS - ORD
Nonstop3h 07mDelta
Deal found 12/22$252
This FlightHub deal was found by Cheapflights users on 12/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/239:59 pmMDW - BOS
1 stop8h 02mFrontier
Fri 12/275:45 amBOS - MDW
1 stop8h 39mFrontier
Deal found 12/22$266
This Southwest deal was found by Cheapflights users on 12/21. 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.
Fri 12/277:00 pmMDW - BOS
1 stop4h 20mSouthwest
Mon 1/67:00 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 12/21$292
This JetBlue deal was found by Cheapflights users on 12/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/278:56 pmORD - BOS
Nonstop2h 17mJetBlue
Tue 12/316:00 amBOS - ORD
Nonstop3h 07mJetBlue
Deal found 12/22$297
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Wed 12/259:30 pmORD - BOS
Nonstop2h 24mUnited Airlines
Tue 12/316:02 amBOS - ORD
Nonstop3h 03mUnited Airlines
Deal found 12/22$314
This Delta deal was found by Cheapflights users on 12/21. 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.
Fri 12/275:04 pmMDW - BOS
1 stop5h 55mDelta
Mon 1/61:00 pmBOS - MDW
1 stop6h 14mDelta
Deal found 12/21$341
This Southwest deal was found by Cheapflights users on 12/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/255:45 amORD - BOS
1 stop7h 50mSouthwest
Sun 12/2910:35 pmBOS - ORD
2 stops15h 25mSouthwest
Deal found 12/22$376
This FlightHub deal was found by Cheapflights users on 12/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/231:24 pmORD - BOS
1 stop8h 51mMultiple Airlines
Wed 12/2511:10 amBOS - ORD
1 stop11h 17mMultiple Airlines
Deal found 12/22$380

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 December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 1/10

4:53 pm-12:30 am

1 stop6h 37m

Boston Logan Intl

Tue 1/14

6:00 am-1:34 pm

1 stop8h 34m

$119

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 1/10

3:37 pm-12:30 am

1 stop7h 53m

Boston Logan Intl

Mon 1/13

6:00 am-3:33 pm

1 stop10h 33m

$120

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 2/9

4:18 pm-12:27 am

1 stop7h 09m

Boston Logan Intl

Wed 2/12

10:03 am-10:03 pm

1 stop13h 00m

$123

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 2/1

12:25 pm-10:00 pm

1 stop8h 35m

Boston Logan Intl

Wed 2/5

6:25 am-4:10 pm

1 stop10h 45m

$144

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 1/23

7:00 am-10:15 am

Nonstop2h 15m

Boston Logan Intl

Tue 1/28

6:10 am-8:14 am

Nonstop3h 04m

$157

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 1/23

6:25 pm-9:40 pm

Nonstop2h 15m

Boston Logan Intl

Sun 1/26

6:35 pm-8:25 pm

Nonstop2h 50m

$158

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 1/11

6:00 am-9:33 am

Nonstop2h 33m

Boston Logan Intl

Mon 1/13

2:52 pm-4:52 pm

Nonstop3h 00m

$168

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Mon 2/10

4:08 pm-9:28 am

1 stop16h 20m

Boston Logan Intl

Mon 2/17

7:00 pm-7:32 am

1 stop13h 32m

$173

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 3/14

6:55 pm-10:17 pm

Nonstop2h 22m

Boston Logan Intl

Thu 3/20

3:20 pm-5:19 pm

Nonstop2h 59m

$177

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 1/3

10:55 am-2:22 pm

Nonstop2h 27m

Boston Logan Intl

Mon 1/6

9:30 am-11:28 am

Nonstop2h 58m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 27 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 December 20, 2024.

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 December 23, 2024.

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 December 23, 2024.

The most flights from CHI to SA9 are scheduled on a Sunday (59 on average). You will have fewer flight options on Tuesday, 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 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 December 23, 2024.
Read reviews from past customers who have flown Frontier, Delta 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
4,780 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

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
4,780 reviews
Southwest
8.1
Very good
4,780 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

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.

Alaska Airlines
8.0
Very good
9,549 reviews
Southwest
8.1
Very good
4,780 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

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
8,594 reviews
Southwest
8.1
Very good
4,780 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

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
3,265 reviews
Southwest
8.1
Very good
4,780 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

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
9,022 reviews
Southwest
8.1
Very good
4,780 reviews

Entertainment

7.7

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

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

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

    Consider Envoy Air (94%), Royal Jordanian (91%) or Etihad Airways (90%) 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 $577. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for $109.

  • 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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$96FlexibilityNo cancel feeOn-time65%
DeltaCheapest$63Average$315FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$69Average$116FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$84Average$241FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$138Average$338FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$149Average$295FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$153Average$329FlexibilityNo cancel feeOn-time63%
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