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Falmouth

$69+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOS
ago 5 — ago 121
ter 8/5
ter 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Falmouth are usually found in September or August, booked 73 days in advance, depart on a Wednesday or Thursday and return on a Friday

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 julho 31, 2025.

Round-trip from

$137
(JetBlue)

One-way from

$69
(Delta)

Popular in

April

Cheapest in

September

Average price

$227
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. 8% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julho 31, 2025.

This JetBlue deal was found by Cheapflights users on 7/29. 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.
sex 9/197:50 pmORD - BOS
Nonstop2h 35mJetBlue
seg 9/227:00 amBOS - ORD
Nonstop2h 56mJetBlue
Deal found 7/29$137
This Southwest deal was found by Cheapflights users on 7/28. 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 9/42:35 pmMDW - BOS
1 stop7h 25mSouthwest
qua 9/109:25 amBOS - MDW
Nonstop2h 40mSouthwest
Deal found 7/28$137
This American Airlines deal was found by Cheapflights users on 7/31. 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.
dom 9/146:05 amORD - BOS
Nonstop2h 27mAmerican Airlines
dom 9/215:00 amBOS - ORD
Nonstop2h 51mAmerican Airlines
Deal found 7/31$138
This United Airlines deal was found by Cheapflights users on 7/29. 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.
dom 8/316:30 amORD - BOS
Nonstop2h 26mUnited Airlines
qua 9/39:43 amBOS - ORD
Nonstop2h 50mUnited Airlines
Deal found 7/29$139
This Booking.com deal was found by Cheapflights users on 7/30. 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.
ter 8/198:12 pmORD - BOS
1 stop14h 06mSpirit Airlines
ter 8/266:05 amBOS - ORD
1 stop14h 02mSpirit Airlines
Deal found 7/30$145
This Southwest deal was found by Cheapflights users on 7/29. 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 9/41:50 pmORD - BOS
1 stop7h 25mSouthwest
qua 9/105:40 amBOS - ORD
1 stop7h 10mSouthwest
Deal found 7/29$146
This Delta deal was found by Cheapflights users on 7/31. 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.
qui 9/410:15 amORD - BOS
Nonstop2h 33mDelta
qua 9/107:55 pmBOS - ORD
Nonstop3h 01mDelta
Deal found 7/31$147
This CheapOair deal was found by Cheapflights users on 7/30. 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.
qua 8/208:12 pmORD - BOS
1 stop14h 06mMultiple Airlines
dom 8/249:20 amBOS - ORD
1 stop10h 21mMultiple Airlines
Deal found 7/30$171
This Frontier deal was found by Cheapflights users on 7/29. 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.
qui 8/149:12 pmMDW - BOS
1 stop10h 23mFrontier
sáb 8/169:40 amBOS - MDW
1 stop11h 42mFrontier
Deal found 7/29$208

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 julho 31, 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

sex 9/19

7:50 pm-11:25 pm

Nonstop2h 35m

Boston Logan Intl

seg 9/22

7:00 am-8:56 am

Nonstop2h 56m

$137

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

qui 9/4

6:45 am-10:00 am

Nonstop2h 15m

Boston Logan Intl

sáb 9/6

5:20 am-11:10 am

1 stop6h 50m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

dom 9/14

6:05 am-9:32 am

Nonstop2h 27m

Boston Logan Intl

dom 9/21

5:00 am-6:51 am

Nonstop2h 51m

$138

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

dom 8/31

6:30 am-9:56 am

Nonstop2h 26m

Boston Logan Intl

qua 9/3

9:43 am-11:33 am

Nonstop2h 50m

$139

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

ter 8/19

8:12 pm-11:18 am

1 stop14h 06m

Boston Logan Intl

ter 8/26

6:05 am-7:07 pm

1 stop14h 02m

$145

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

qui 9/4

1:50 pm-10:15 pm

1 stop7h 25m

Boston Logan Intl

sáb 9/6

2:50 pm-10:00 pm

1 stop8h 10m

$146

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

qui 9/4

10:15 am-1:48 pm

Nonstop2h 33m

Boston Logan Intl

sáb 9/6

7:20 am-9:15 am

Nonstop2h 55m

$147

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

qua 8/20

8:12 pm-11:18 am

1 stop14h 06m

Boston Logan Intl

dom 8/24

9:20 am-6:41 pm

1 stop10h 21m

$171

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

qui 8/14

9:12 pm-8:35 am

1 stop10h 23m

Boston Logan Intl

sáb 8/16

9:40 am-8:22 pm

1 stop11h 42m

$208

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

sáb 8/9

3:59 pm-7:29 pm

Nonstop2h 30m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 21 results
1
2
3

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 July 25, 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 73 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 julho 31, 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 July 27, 2025.

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 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 julho 31, 2025.

The most flights from CHI to FM5 are scheduled on a Thursday (85 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 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 julho 31, 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
4,246 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,914 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 Delta, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Southwest and Spirit Airlines, 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 Etihad Airways (93%), Envoy Air (78%) and EL AL (77%).

  • What are the cheapest flights from Chicago to Falmouth?

    On average you can expect to pay $438 for a flight from Chicago to Falmouth. The cheapest flight overall is $68 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $117.

  • 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.

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Alternative routes for Chicago to Falmouth

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 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 julho 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$35Average$100FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$78Average$381FlexibilityNo cancel feeOn-time62%
DeltaCheapest$90Average$246FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$100Average$115FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$122Average$422FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$131Average$402FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$153Average$297FlexibilityNo cancel feeOn-time63%

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