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$74+ Cheap flights from Chicago (CHI) to Falmouth, 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Falmouth are usually found in September or August, booked 83 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Chicago to Falmouth

Keep the following information in mind while searching for Chicago to Falmouth flight deals. Data was last updated April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$116
(Southwest)

One-way from

$74
(United Airlines)

Popular in

April

Cheapest in

September

Average price

$293
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 Falmouth
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One-way flight from Chicago (CHI) to Falmouth
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Highest demand for flights based on searches. 14% potential increase in price ($41 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 April 2025
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Find flight deals from Chicago to Falmouth

Cheapest flights from Chicago to Falmouth
Explore the most affordable flight options available from Chicago to Falmouth. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This Southwest deal was found by Cheapflights users on 3/31. 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 5/71:50 pmORD - BOS
1 stop6h 15mSouthwest
Sun 5/115:45 amBOS - ORD
1 stop7h 05mSouthwest
Deal found 3/31$116
This Southwest deal was found by Cheapflights users on 3/31. 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 4/306:50 amMDW - BOS
1 stop6h 10mSouthwest
Wed 5/73:00 pmBOS - MDW
1 stop5h 50mSouthwest
Deal found 3/31$116
This JetBlue deal was found by Cheapflights users on 4/1. 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.
Wed 5/77:31 pmORD - BOS
Nonstop2h 29mJetBlue
Sun 5/116:00 amBOS - ORD
Nonstop3h 00mJetBlue
Deal found 4/1$117
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 4/127:05 amORD - BOS
Nonstop2h 28mAmerican Airlines
Wed 4/166:10 amBOS - ORD
Nonstop3h 08mAmerican Airlines
Deal found 3/31$118
This Priceline deal was found by Cheapflights users on 3/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:05 amORD - BOS
1 stop8h 39mSpirit Airlines
Wed 5/143:49 pmBOS - ORD
1 stop8h 15mSpirit Airlines
Deal found 3/31$120
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Thu 9/116:30 amORD - BOS
Nonstop2h 26mUnited Airlines
Mon 9/157:30 pmBOS - ORD
1 stop5h 12mUnited Airlines
Deal found 3/31$123
This Delta deal was found by Cheapflights users on 3/31. 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.
Tue 5/207:00 amORD - BOS
Nonstop2h 25mDelta
Sat 5/245:10 pmBOS - ORD
Nonstop3h 04mDelta
Deal found 3/31$147
This CheapOair deal was found by Cheapflights users on 4/1. 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 5/14:15 pmORD - BOS
1 stop7h 50mMultiple Airlines
Thu 5/83:49 pmBOS - ORD
1 stop9h 16mMultiple Airlines
Deal found 4/1$191
This Frontier deal was found by Cheapflights users on 4/1. 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.
Thu 5/81:19 pmMDW - BOS
1 stop10h 46mFrontier
Mon 5/1212:58 pmBOS - MDW
1 stop11h 49mFrontier
Deal found 4/1$198
This CheapOair deal was found by Cheapflights users on 4/1. 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.
Fri 5/164:15 pmORD - BOS
1 stop7h 29mFrontier
Sun 5/1810:14 amBOS - ORD
1 stop28h 27mFrontier
Deal found 4/1$200
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Fri 5/238:04 pmMDW - BOS
1 stop12h 08mAllegiant Air
Sun 5/2512:34 pmBOS - MDW
1 stop26h 30mAllegiant Air
Deal found 3/31$310
This Delta deal was found by Cheapflights users on 4/1. 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.
Sat 5/245:55 pmMDW - BOS
1 stop4h 01mDelta
Tue 5/275:20 amBOS - MDW
1 stop4h 20mDelta
Deal found 4/1$317

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Falmouth 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 April 1, 2025.
Use the filters below to find and compare flights from Chicago to Falmouth that are best for you.

Fly from

Chicago

Fly to

Falmouth

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 5/7

4:00 pm-10:05 pm

1 stop5h 05m

Boston Logan Intl

Mon 5/12

5:30 am-11:50 am

1 stop7h 20m

$116

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Wed 4/30

6:50 am-2:00 pm

1 stop6h 10m

Boston Logan Intl

Wed 5/7

3:00 pm-7:50 pm

1 stop5h 50m

$116

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 5/7

7:31 pm-11:00 pm

Nonstop2h 29m

Boston Logan Intl

Sun 5/11

6:00 am-8:00 am

Nonstop3h 00m

$117

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 4/12

7:05 am-10:33 am

Nonstop2h 28m

Boston Logan Intl

Wed 4/16

6:10 am-8:18 am

Nonstop3h 08m

$118

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 5/14

5:05 am-2:44 pm

1 stop8h 39m

Boston Logan Intl

Wed 5/14

3:49 pm-11:04 pm

1 stop8h 15m

$120

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 9/11

6:30 am-9:56 am

Nonstop2h 26m

Boston Logan Intl

Mon 9/15

7:30 pm-11:42 pm

1 stop5h 12m

$123

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 9/17

7:00 am-10:30 am

Nonstop2h 30m

Boston Logan Intl

Wed 9/17

8:10 pm-10:02 pm

Nonstop2h 52m

$166

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 5/1

4:15 pm-1:05 am

1 stop7h 50m

Boston Logan Intl

Thu 5/8

3:49 pm-12:05 am

1 stop9h 16m

$191

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 5/8

1:19 pm-1:05 am

1 stop10h 46m

Boston Logan Intl

Mon 5/12

12:58 pm-11:47 pm

1 stop11h 49m

$198

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 5/16

4:15 pm-12:44 am

1 stop7h 29m

Boston Logan Intl

Sun 5/18

10:14 am-1:41 pm

1 stop28h 27m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 27 results
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Best time to book a flight from Chicago to Falmouth

Have a flexible travel schedule? Discover the best time to fly to Falmouth 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 Falmouth

How far ahead should I book a flight from Chicago to Falmouth?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Falmouth. Price data was last updated on March 28, 2025.

The price you pay for your flight from Chicago to Falmouth may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Falmouth?

Currently, January is the cheapest month in which you can book a flight from Chicago to Falmouth (average of $218). Flying from Chicago to Falmouth 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 FM5?

Find hourly flight availability from Chicago to Falmouth. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2025.

When flying from Chicago to Falmouth, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Falmouth?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Falmouth. Price data was last updated on March 24, 2024.

Travelers seeking maximum savings on their Chicago to Falmouth 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 Falmouth

Explore weekly flight availability from Chicago to Falmouth. 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 April 1, 2025.

The most flights from CHI to FM5 are scheduled on a Monday (56 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 on average).

Rainfall in Falmouth by month

Plan your trip to Falmouth by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Falmouth 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 Falmouth when rainfall is around 3.1 in.

Temperature in Falmouth by month

Plan your trip to Falmouth by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Falmouth, 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 Falmouth

Get insights into the airlines that provide service to Falmouth. 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 Falmouth. Reviews last updated April 1, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Chicago to Falmouth to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,823 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,615 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Chicago to Falmouth. 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 Falmouth one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $74. However, be on the lookout for offers from Spirit Airlines and Southwest, as they are both options that can get you from Chicago to Falmouth for a low price.

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

    The top 3 most reliable airlines when flying from Chicago to Falmouth are Air France (100%), WestJet (95%) and LATAM Airlines (93%).

  • What are the cheapest flights from Chicago to Falmouth?

    On average you can expect to pay $443 for a flight from Chicago to Falmouth. The cheapest flight overall is $52 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $92.

  • Can I find deals for flights from Chicago to Falmouth that include hotel bookings?

    Yes. In addition to deals on Chicago to Falmouth flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Falmouth?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Falmouth.

  • Can I find deals for business class flights from Chicago to Falmouth?

    Yes. Cheapflights offers flight deals from Chicago to Falmouth 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 Falmouth?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Falmouth (average of $218). Flying from Chicago to Falmouth 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 Falmouth

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Top 7 airlines flying from Chicago to Falmouth

Discover the top 7 airlines that operate flights from Chicago to Falmouth. 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$96FlexibilityNo cancel feeOn-time65%
DeltaCheapest$63Average$301FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$69Average$115FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$82Average$494FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$140Average$427FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$153Average$388FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$157Average$292FlexibilityNo cancel feeOn-time63%

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