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Falmouth

$59+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
dez 5 — dez 121
sex 12/5
sex 12/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Falmouth are usually found in September or January, booked 89 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 novembro 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$117
(United Airlines)

One-way from

$59
(JetBlue)

Popular in

April

Cheapest in

September

Average price

$230
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. 6% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in November 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 novembro 5, 2025.

This United Airlines deal was found by Cheapflights users on 11/4. 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.
sex 12/57:30 amORD - BOS
Nonstop2h 19mUnited Airlines
seg 12/812:50 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Deal found 11/4$117
This Southwest deal was found by Cheapflights users on 11/3. 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.
qui 12/46:15 pmMDW - BOS
Nonstop2h 20mSouthwest
qui 12/115:30 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/3$117
This American Airlines deal was found by Cheapflights users on 11/4. 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.
qui 12/47:00 amORD - BOS
Nonstop2h 29mAmerican Airlines
dom 12/77:00 amBOS - ORD
Nonstop3h 32mAmerican Airlines
Deal found 11/4$118
This Trip.com deal was found by Cheapflights users on 11/4. 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.
qua 12/311:25 amORD - BOS
Nonstop2h 24mJetBlue
dom 12/75:29 pmBOS - ORD
Nonstop3h 14mJetBlue
Deal found 11/4$120
This JetBlue deal was found by Cheapflights users on 11/3. 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.
qua 11/268:45 pmORD - BOS
Nonstop2h 28mJetBlue
sex 12/55:29 pmBOS - ORD
Nonstop3h 14mJetBlue
Deal found 11/3$122
This Southwest deal was found by Cheapflights users on 11/4. 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.
qua 12/36:15 pmMDW - BOS
Nonstop2h 20mSouthwest
dom 12/76:55 pmBOS - MDW
Nonstop2h 50mSouthwest
Deal found 11/4$122
This Mytrip deal was found by Cheapflights users on 11/3. 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.
qua 12/103:26 pmORD - BOS
1 stop7h 30mMultiple Airlines
qui 12/1111:28 amBOS - ORD
1 stop11h 56mMultiple Airlines
Deal found 11/3$123
This JetBlue deal was found by Cheapflights users on 11/4. 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.
qua 12/247:41 pmORD - BOS
Nonstop2h 29mJetBlue
qua 12/314:31 pmBOS - ORD
Nonstop3h 15mJetBlue
Deal found 11/4$124
This Frontier deal was found by Cheapflights users on 11/3. 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.
seg 11/247:10 pmMDW - BOS
1 stop11h 19mFrontier
qui 12/411:28 amBOS - MDW
1 stop11h 44mFrontier
Deal found 11/3$124
This Trip.com deal was found by Cheapflights users on 11/4. 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.
qui 11/1311:20 amORD - BOS
Nonstop2h 24mJetBlue
sáb 11/157:10 amBOS - ORD
Nonstop3h 05mJetBlue
Deal found 11/4$125
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/310:12 amORD - BOS
1 stop12h 41mSpirit Airlines
qua 12/1010:56 amBOS - ORD
1 stop11h 52mSpirit Airlines
Deal found 11/3$126
This United Airlines deal was found by Cheapflights users on 11/4. 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.
qua 11/127:15 amORD - BOS
Nonstop2h 19mUnited Airlines
qua 11/123:10 pmBOS - ORD
Nonstop3h 00mUnited Airlines
Deal found 11/4$127

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 novembro 5, 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

qui 11/27

10:48 am-2:08 pm

Nonstop2h 20m

Boston Logan Intl

qua 12/3

4:20 pm-6:20 pm

Nonstop3h 00m

$117

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

sex 12/5

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

sáb 12/6

5:20 am-7:05 am

Nonstop2h 45m

$117

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

qua 12/10

1:30 pm-4:45 pm

Nonstop2h 15m

Boston Logan Intl

dom 12/14

6:55 pm-8:45 pm

Nonstop2h 50m

$117

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

qua 12/3

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

dom 12/7

5:15 am-7:00 am

Nonstop2h 45m

$117

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

qua 12/24

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

dom 12/28

5:15 am-7:00 am

Nonstop2h 45m

$124

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb 11/15

10:00 am-1:20 pm

Nonstop2h 20m

Boston Logan Intl

ter 11/18

8:30 am-10:35 am

Nonstop3h 05m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

qui 11/27

7:45 am-11:09 am

Nonstop2h 24m

Boston Logan Intl

sáb 12/6

4:20 pm-6:16 pm

Nonstop2h 56m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

qui 11/27

10:35 am-2:03 pm

Nonstop2h 28m

Boston Logan Intl

sex 12/5

7:52 pm-9:47 pm

Nonstop2h 55m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

seg 11/24

7:10 am-10:35 am

Nonstop2h 25m

Boston Logan Intl

sáb 12/6

4:20 pm-6:16 pm

Nonstop2h 56m

$127

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

qui 12/4

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

qui 12/11

6:00 pm-10:35 pm

1 stop5h 35m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 42 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 October 31, 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 89 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, November is the cheapest month in which you can book a flight from Chicago to Falmouth (average of $71). Flying from Chicago to Falmouth in February is currently the most expensive (average of $137). 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 novembro 5, 2025.

It’s optimal to fly from Chicago to Falmouth in the evening. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight in the morning.

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 November 2, 2025.

Travelers seeking maximum savings on their Chicago to Falmouth flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon 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 novembro 5, 2025.

The most flights from CHI to FM5 are scheduled on a Monday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 on average).

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 novembro 5, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chicago to Falmouth to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,004 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,002 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,042 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,907 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago to Falmouth?

    For as low as $117, United Airlines can have you in Falmouth from Chicago in 2h 20m. Airlines will cover a distance of 864 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Chicago to Falmouth one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $59. However, be on the lookout for offers from United 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 Envoy Air (81%), Etihad Airways (72%) and Virgin Atlantic (71%).

  • What are the cheapest flights from Chicago to Falmouth?

    On average you can expect to pay $966 for a flight from Chicago to Falmouth. The cheapest flight overall is $58 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $102.

  • 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, November is the cheapest month in which you can book a flight from Chicago to Falmouth (average of $71). Flying from Chicago to Falmouth in February is currently the most expensive (average of $137). 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 novembro 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$68Average$151FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$76Average$183FlexibilityNo cancel feeOn-time62%
DeltaCheapest$102Average$230FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$104Average$115FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$117Average$406FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$118Average$354FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$137Average$289FlexibilityNo cancel feeOn-time63%

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