$277+ Cheap flights from Connecticut to Boston (BOS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Nov 5 — Nov 121
Round-trip
1 adult, Economy
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Find cheap flights from Connecticut to Boston with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Connecticut to Boston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Connecticut to BostonExplore the most affordable flight options available from Connecticut to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
Explore the most affordable flight options available from Connecticut to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:00 pm -
2 stops22h 02m
Mon 10/2612:57 pm -
2 stops10h 02m
Deal found 10/4![Multiple Airlines logo]()
$562
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Tue 11/36:30 am -
3 stops28h 17m
Tue 11/1012:15 pm -
3 stops27h 05m
Deal found 10/6![Multiple Airlines logo]()
$566
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:20 am -
3 stops25h 12m
Fri 11/612:39 pm -
2 stops10h 20m
Deal found 10/1![Multiple Airlines logo]()
$620
This Mytrip deal was found by Cheapflights users on 10/2. 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.
Sun 10/188:50 am -
2 stops26h 12m
Thu 10/2211:47 am -
2 stops25h 42m
Deal found 10/2![Multiple Airlines logo]()
$631
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:15 pm -
3 stops22h 29m
Thu 11/512:05 pm -
2 stops10h 24m
Deal found 10/1![Multiple Airlines logo]()
$639
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:00 pm -
2 stops22h 02m
Tue 10/2012:57 pm -
3 stops33h 00m
Deal found 10/1![Multiple Airlines logo]()
$644
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:30 pm -
2 stops20h 22m
Fri 10/2311:47 am -
2 stops27h 33m
Deal found 10/4![Multiple Airlines logo]()
$647
Best flights from Connecticut to BostonDiscover carefully curated flight deals from Connecticut to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
Discover carefully curated flight deals from Connecticut to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:00 pm -
2 stops22h 02m
Mon 10/2612:57 pm -
2 stops10h 02m
Deal found 10/4![Multiple Airlines logo]()
$562
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Tue 11/36:30 am -
2 stops28h 17m
Tue 11/1012:15 pm -
3 stops27h 05m
Deal found 10/6![Multiple Airlines logo]()
$569
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:20 am -
3 stops25h 12m
Fri 11/612:39 pm -
2 stops10h 20m
Deal found 10/1![Multiple Airlines logo]()
$620
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:15 pm -
3 stops22h 29m
Thu 11/512:05 pm -
2 stops10h 24m
Deal found 10/1![Multiple Airlines logo]()
$639
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:00 pm -
2 stops22h 02m
Tue 10/2012:57 pm -
3 stops33h 00m
Deal found 10/1![Multiple Airlines logo]()
$644
This Mytrip deal was found by Cheapflights users on 10/5. 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.
Mon 11/29:20 am -
3 stops26h 10m
Mon 11/912:39 pm -
3 stops24h 30m
Deal found 10/5![Multiple Airlines logo]()
$659
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:54 pm -
1 stop15h 08m
Thu 10/2212:34 pm -
2 stops23h 16m
Deal found 10/2![Multiple Airlines logo]()
$691
Last-minute flights from Connecticut to BostonDiscover last-minute flight deals from Connecticut to Boston. Data last updated October 6, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Boston. Data last updated October 6, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:00 pm -
2 stops22h 02m
Tue 10/2012:57 pm -
3 stops33h 00m
Deal found 10/1![Multiple Airlines logo]()
$644
This Mytrip deal was found by Cheapflights users on 10/2. 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.
Sun 10/188:50 am -
2 stops26h 12m
Thu 10/2211:47 am -
2 stops25h 42m
Deal found 10/2![Multiple Airlines logo]()
$631
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:30 pm -
2 stops20h 22m
Fri 10/2311:47 am -
2 stops27h 33m
Deal found 10/4![Multiple Airlines logo]()
$647
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:00 pm -
2 stops22h 02m
Mon 10/2612:57 pm -
2 stops10h 02m
Deal found 10/4![Multiple Airlines logo]()
$562
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:15 pm -
3 stops22h 29m
Thu 11/512:05 pm -
2 stops10h 24m
Deal found 10/1![Multiple Airlines logo]()
$639
This Mytrip deal was found by Cheapflights users on 10/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:20 am -
3 stops25h 12m
Fri 11/612:39 pm -
2 stops10h 20m
Deal found 10/1![Multiple Airlines logo]()
$620
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Tue 11/36:30 am -
3 stops28h 17m
Tue 11/1012:15 pm -
3 stops27h 05m
Deal found 10/6![Multiple Airlines logo]()
$566
One-way flights from Connecticut to BostonSearch for one-way flight options from Connecticut to Boston. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
Search for one-way flight options from Connecticut to Boston. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:54 pm -
1 stop15h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$277
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:15 pm -
2 stops21h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:20 pm -
2 stops23h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$325
This Mytrip deal was found by Cheapflights users on 10/5. 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.
Sun 11/87:00 pm -
3 stops16h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:04 pm -
3 stops47h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:20 pm -
3 stops45h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$451
Find flight deals from Connecticut to Boston
Keep the following information in mind while searching for Connecticut to Boston flight deals. Data was last updated October 6, 2026.
Round-trip from | $562 (Mytrip) |
|---|---|
One-way from | $277 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut to Boston 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 7,457,451 searches. Data last updated October 6, 2026.
Use the filters below to find and compare flights from Connecticut to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sun 10/25
7:54 pm-11:02 am
1 stop15h 08m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$277
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Thu 10/22
1:15 pm-11:02 am
2 stops21h 47m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$295
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sun 11/8
7:00 pm-11:44 am
3 stops16h 44m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$327
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sat 11/7
12:04 pm-11:44 am
3 stops47h 40m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$360
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Mon 10/12
6:24 pm-11:52 am
2 stops41h 28m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$463
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Mon 10/19
9:20 am-11:52 am
3 stops26h 32m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$465
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Fri 10/23
1:00 pm-11:02 am
2 stops22h 02m
Boston Logan Intl
Mon 10/26
12:57 pm-10:59 pm
2 stops10h 02m
$562
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Tue 11/3
6:30 am-10:47 am
2 stops28h 17m
Boston Logan Intl
Tue 11/10
12:15 pm-3:20 pm
3 stops27h 05m
$569
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Fri 10/30
9:20 am-10:32 am
3 stops25h 12m
Boston Logan Intl
Fri 11/6
12:39 pm-10:59 pm
2 stops10h 20m
$620
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Thu 10/29
1:15 pm-11:44 am
3 stops22h 29m
Boston Logan Intl
Thu 11/5
12:05 pm-10:29 pm
2 stops10h 24m
$639
Showing 1-10 of 13 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Connecticut with our price prediction graph.
HVN-BOS
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 Connecticut to Boston
USCT-BOS
HVN-BOS
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Revere
Warwick
Pawtucket
Peabody
Auburn
Londonderry
York Beach
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree
Sandwich
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Connecticut to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 6, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Connecticut to Boston by cabin class
Find flights from Connecticut to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Connecticut and Boston flights
Browse other Connecticut and Boston flight options. Last updated on October 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Connecticut to Boston flights
Consider these flights traveling from Connecticut to Boston.
Top airline flying from Connecticut to Boston
Discover the top airline that operate flights from Connecticut to Boston. 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 7,457,451 searches. Data last updated October 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$295 | FlexibilityNo cancel fee | On-time62% |