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Tallinn

$304+ Cheap flights from Massachusetts to Tallinn (TLL)

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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — TLL
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
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Cheap flight deals from Massachusetts to Tallinn

Cheapest flights from Massachusetts to Tallinn
Explore the most affordable flight options available from Massachusetts to Tallinn. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.

This Flightnetwork deal was found by Cheapflights users on 2/15. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/110:40 am
BOS
-
TLL
2 stops26h 15m
Air Canada
Wed 4/89:00 am
TLL
-
BOS
2 stops20h 39m
Air Canada
Deal found 2/15$374
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Thu 4/25:10 pm
BOS
-
TLL
2 stops16h 55m
Multiple Airlines
Mon 4/65:05 am
TLL
-
BOS
1 stop17h 05m
Multiple Airlines
Deal found 2/17$379
This Flighttix deal was found by Cheapflights users on 2/15. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:40 pm
BOS
-
TLL
2 stops18h 15m
Multiple Airlines
Wed 4/86:10 pm
TLL
-
BOS
1 stop28h 30m
Multiple Airlines
Deal found 2/15$400
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Wed 4/15:45 pm
BOS
-
TLL
1 stop12h 25m
Lufthansa
Wed 4/86:10 pm
TLL
-
BOS
1 stop28h 30m
Lufthansa
Deal found 2/15$403
This Mytrip deal was found by Cheapflights users on 2/18. 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 4/133:35 pm
BOS
-
TLL
2 stops14h 30m
Multiple Airlines
Wed 4/297:30 am
TLL
-
BOS
2 stops20h 57m
Multiple Airlines
Deal found 2/18$409
This Expedia deal was found by Cheapflights users on 2/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:45 pm
BOS
-
TLL
1 stop16h 20m
Multiple Airlines
Sun 4/55:05 am
TLL
-
BOS
1 stop17h 05m
Multiple Airlines
Deal found 2/16$411
This Air Canada deal was found by Cheapflights users on 2/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/43:40 pm
BOS
-
TLL
2 stops21h 15m
Air Canada
Wed 5/137:30 am
TLL
-
BOS
2 stops17h 37m
Air Canada
Deal found 2/18$412
This Mytrip deal was found by Cheapflights users on 2/17. 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 5/48:05 pm
BOS
-
TLL
2 stops21h 30m
Multiple Airlines
Mon 5/117:30 am
TLL
-
BOS
2 stops20h 57m
Multiple Airlines
Deal found 2/17$414
This United Airlines deal was found by Cheapflights users on 2/15. 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 4/15:45 pm
BOS
-
TLL
1 stop12h 25m
United Airlines
Sun 4/56:10 am
TLL
-
BOS
1 stop16h 30m
United Airlines
Deal found 2/15$423

Find flight deals from Massachusetts to Tallinn

Keep the following information in mind while searching for Massachusetts to Tallinn flight deals. Data was last updated February 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$374
(Flightnetwork)

One-way from

$304
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$539
Provider with most accurate pricing for Boston Logan Intl-Tallinn flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Tallinn flights.
Search Deals
From Massachusetts to Tallinn
Search Deals
One-way flight from Massachusetts to Tallinn
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Tallinn 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 February 19, 2026.
Use the filters below to find and compare flights from Massachusetts to Tallinn that are best for you.

Fly from

Massachusetts

Fly to

Tallinn

Route

Depart

Return

Price

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Mon 4/13

3:35 pm-1:05 pm

2 stops14h 30m

Tallinn

Wed 4/29

7:30 am-9:27 pm

2 stops20h 57m

$409

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Mon 5/4

10:35 am-7:55 pm

2 stops26h 20m

Tallinn

Wed 5/13

6:10 am-3:40 pm

1 stop16h 30m

$411

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Wed 4/1

5:45 pm-1:10 pm

1 stop12h 25m

Tallinn

Sun 4/5

6:10 am-3:40 pm

1 stop16h 30m

$423

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Mon 5/4

8:05 pm-12:35 am

2 stops21h 30m

Tallinn

Wed 5/13

6:10 am-3:40 pm

1 stop16h 30m

$427

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Mon 8/17

10:00 pm-5:15 pm

1 stop12h 15m

Tallinn

Mon 8/24

6:10 am-6:07 pm

2 stops42h 57m

$427

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Tue 8/18

10:40 am-5:15 pm

2 stops23h 35m

Tallinn

Tue 8/25

6:10 am-9:50 am

2 stops34h 40m

$430

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Wed 5/20

10:35 am-5:15 pm

2 stops23h 40m

$304

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Wed 5/20

8:50 pm-7:30 am

3 stops27h 40m

$304

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Sun 7/12

9:45 pm-11:35 pm

1 stop18h 50m

$316

BostonTallinn

BOS - TLL

BOSTLL

Boston Logan Intl

Fri 7/24

10:00 pm-5:35 pm

1 stop12h 35m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 14 results
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Best time to book a flight from Massachusetts to Tallinn

Have a flexible travel schedule? Discover the best time to fly to Tallinn from Massachusetts 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 Massachusetts to Tallinn

What is the cheapest month to book a flight from Massachusetts to Tallinn?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Tallinn (average of $335). Flying from Massachusetts to Tallinn in June is currently the most expensive (average of $636). 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.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Tallinn. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Tallinn from Massachusetts?

    Located just 2.1 mi from the city center, Tallinn (TLL) is the airport most travelers will use when flying to Tallinn from Massachusetts.

  • How long is the flight from Massachusetts to Tallinn?

    For as low as $423, Air Canada can have you in Tallinn from Massachusetts in 12h 25m. The distance between Massachusetts and Tallinn is about 3948 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Massachusetts to Tallinn that include hotel bookings?

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

  • How can I find direct flights from Massachusetts to Tallinn?

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

  • Can I find deals for business class flights from Massachusetts to Tallinn?

    Yes. Cheapflights offers flight deals from Massachusetts to Tallinn 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 Massachusetts to Tallinn?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Tallinn (average of $335). Flying from Massachusetts to Tallinn in June is currently the most expensive (average of $636). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Massachusetts to Tallinn

Discover the top 5 airlines that operate flights from Massachusetts to Tallinn. 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 February 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
FinnairCheapest$371Average$502FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$427Average$743FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$443Average$566FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$464Average$560FlexibilityNo cancel feeOn-time77%
KLMCheapest$477Average$781FlexibilityNo cancel feeOn-time75%

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