$354+ Cheap flights from Chicago (CHI) 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
May 31 — Jun 71
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Tallinn 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Chicago to Tallinn
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to TallinnExplore the most affordable flight options available from Chicago to Tallinn. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2026.
Explore the most affordable flight options available from Chicago to Tallinn. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:20 pm
ORD
- TLL
1 stop11h 50m
Scandinavian Airlines
Tue 2/96:25 am
TLL
- ORD
1 stop18h 20m
Scandinavian Airlines
Deal found 4/30![Scandinavian Airlines logo]()
$595
This oojo deal was found by Cheapflights users on 4/29. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:20 pm
ORD
- TLL
1 stop11h 50m
Scandinavian Airlines
Mon 11/28:00 pm
TLL
- ORD
2 stops28h 45m
Scandinavian Airlines
Deal found 4/29![Scandinavian Airlines logo]()
$599
This oojo deal was found by Cheapflights users on 4/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:25 am
ORD
- TLL
1 stop14h 55m
Turkish Airlines
Tue 9/157:35 pm
TLL
- ORD
1 stop22h 05m
Turkish Airlines
Deal found 4/27![Turkish Airlines logo]()
$655
This Justfly.com deal was found by Cheapflights users on 4/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:25 am
ORD
- TLL
1 stop14h 55m
Turkish Airlines
Sun 9/2011:15 am
TLL
- ORD
1 stop30h 25m
Turkish Airlines
Deal found 4/26![Turkish Airlines logo]()
$697
This Gotogate deal was found by Cheapflights users on 4/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:05 am
ORD
- TLL
2 stops24h 50m
Multiple Airlines
Tue 9/155:05 am
TLL
- ORD
1 stop15h 30m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$708
This Booking.com deal was found by Cheapflights users on 4/27. 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.
Tue 9/12:01 pm
ORD
- TLL
2 stops21h 54m
Air Canada
Tue 9/157:30 am
TLL
- ORD
2 stops20h 42m
Air Canada
Deal found 4/27![Air Canada logo]()
$737
This oojo deal was found by Cheapflights users on 4/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:25 am
ORD
- TLL
1 stop23h 15m
Turkish Airlines
Sat 10/177:35 pm
TLL
- ORD
1 stop22h 05m
Turkish Airlines
Deal found 4/27![Turkish Airlines logo]()
$753
This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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.
Thu 9/107:15 pm
ORD
- TLL
1 stop12h 00m
Scandinavian Airlines
Sun 9/208:50 pm
TLL
- ORD
2 stops27h 20m
Scandinavian Airlines
Deal found 4/26![Scandinavian Airlines logo]()
$758
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Sat 8/157:45 pm
ORD
- TLL
2 stops33h 20m
United Airlines
Mon 8/311:50 pm
TLL
- ORD
1 stop31h 05m
United Airlines
Deal found 4/27![United Airlines logo]()
$771
Best flights from Chicago to TallinnDiscover carefully curated flight deals from Chicago to Tallinn that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 1, 2026.
Discover carefully curated flight deals from Chicago to Tallinn that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 1, 2026.
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Sat 8/157:45 pm
ORD
- TLL
2 stops33h 20m
United Airlines
Mon 8/311:50 pm
TLL
- ORD
2 stops35h 05m
United Airlines
Deal found 4/26![United Airlines logo]()
$776
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:30 pm
ORD
- TLL
1 stop21h 45m
United Airlines
Tue 8/46:10 am
TLL
- ORD
2 stops18h 43m
United Airlines
Deal found 4/30![United Airlines logo]()
$909
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Sun 7/198:45 am
ORD
- TLL
2 stops31h 50m
United Airlines
Sun 7/266:10 am
TLL
- ORD
1 stop14h 45m
United Airlines
Deal found 4/26![United Airlines logo]()
$912
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/117:15 am
ORD
- TLL
2 stops22h 15m
United Airlines
Thu 6/185:55 am
TLL
- ORD
1 stop17h 00m
United Airlines
Deal found 4/27![United Airlines logo]()
$913
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:53 pm
ORD
- TLL
2 stops20h 42m
United Airlines
Fri 6/56:10 am
TLL
- ORD
1 stop21h 45m
United Airlines
Deal found 5/1![United Airlines logo]()
$913
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:53 pm
ORD
- TLL
2 stops16h 37m
United Airlines
Thu 6/45:55 am
TLL
- ORD
2 stops36h 23m
United Airlines
Deal found 4/30![United Airlines logo]()
$917
Last-minute flights from Chicago to TallinnDiscover last-minute flight deals from Chicago to Tallinn. Data last updated May 1, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tallinn. Data last updated May 1, 2026 and is based on user searches.
This deal was found by Cheapflights users on 4/28. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:50 pm
ORD
- TLL
1 stop11h 55m
LOT
Sat 5/305:45 am
TLL
- ORD
1 stop17h 25m
LOT
Deal found 4/28![LOT logo]()
$899
This FlightHub deal was found by Cheapflights users on 4/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/198:45 am
ORD
- TLL
2 stops27h 10m
Multiple Airlines
Thu 5/285:55 am
TLL
- ORD
1 stop22h 00m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$917
This Gotogate deal was found by Cheapflights users on 4/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/253:50 pm
ORD
- TLL
2 stops20h 05m
Multiple Airlines
Mon 6/11:50 pm
TLL
- ORD
1 stop31h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$835
This Gotogate deal was found by Cheapflights users on 4/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:15 pm
ORD
- TLL
2 stops21h 40m
Multiple Airlines
Wed 6/35:05 am
TLL
- ORD
1 stop18h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$815
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:30 pm
ORD
- TLL
1 stop15h 25m
Finnair
Wed 6/37:25 am
TLL
- ORD
1 stop18h 25m
Finnair
Deal found 4/29![Finnair logo]()
$921
This Gotogate deal was found by Cheapflights users on 4/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:20 pm
ORD
- TLL
1 stop27h 15m
SWISS
Thu 6/44:50 am
TLL
- ORD
1 stop15h 45m
SWISS
Deal found 4/30![SWISS logo]()
$882
This Gotogate deal was found by Cheapflights users on 4/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:30 pm
ORD
- TLL
1 stop17h 45m
Multiple Airlines
Thu 6/47:30 am
TLL
- ORD
2 stops19h 55m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$904
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:00 am
ORD
- TLL
2 stops20h 30m
United Airlines
Thu 6/45:55 am
TLL
- ORD
1 stop22h 00m
United Airlines
Deal found 4/30![United Airlines logo]()
$914
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:53 pm
ORD
- TLL
2 stops20h 42m
United Airlines
Fri 6/56:10 am
TLL
- ORD
1 stop21h 45m
United Airlines
Deal found 5/1![United Airlines logo]()
$913
One-way flights from Chicago to TallinnSearch for one-way flight options from Chicago to Tallinn. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
Search for one-way flight options from Chicago to Tallinn. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/112:40 pm
ORD
- TLL
1 stop26h 55m
SWISS
Deal found 5/1![SWISS logo]()
$354
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:40 pm
ORD
- TLL
2 stops24h 45m
United Airlines
Deal found 5/1![United Airlines logo]()
$370
This Mytrip deal was found by Cheapflights users on 5/1. 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.
Tue 8/1111:05 am
ORD
- TLL
3 stops28h 05m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:49 pm
ORD
- TLL
3 stops23h 01m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$506
This oojo deal was found by Cheapflights users on 4/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:00 am
ORD
- TLL
2 stops19h 45m
Scandinavian Airlines
Deal found 4/30![Scandinavian Airlines logo]()
$598
This Finnair deal was found by Cheapflights users on 4/27. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:30 pm
ORD
- TLL
1 stop16h 10m
Finnair
Deal found 4/27![Finnair logo]()
$639
This KAYAK deal was found by Cheapflights users on 4/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:05 pm
ORD
- TLL
1 stop22h 30m
SWISS
Deal found 4/30![SWISS logo]()
$665
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 5/1910:30 pm
ORD
- TLL
1 stop17h 55m
United Airlines
Deal found 4/29![United Airlines logo]()
$671
This Gotogate deal was found by Cheapflights users on 4/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/22:40 pm
ORD
- TLL
1 stop26h 55m
SWISS
Deal found 4/28![SWISS logo]()
$708
Find flight deals from Chicago to Tallinn
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Tallinn (TLL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $599 (oojo) |
One-way from | $506 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $844 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 May 1, 2026.
Use the filters below to find and compare flights from Chicago to Tallinn that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Sat 8/15
7:45 pm-1:05 pm
2 stops33h 20m
Tallinn
Mon 8/31
1:50 pm-4:55 pm
2 stops35h 05m
$776
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Thu 7/16
6:30 pm-12:15 am
1 stop21h 45m
Tallinn
Tue 8/4
6:10 am-4:53 pm
2 stops18h 43m
$909
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Sun 7/19
8:45 am-12:35 am
2 stops31h 50m
Tallinn
Sun 7/26
6:10 am-12:55 pm
1 stop14h 45m
$912
Quickest round-trip
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Thu 6/11
7:15 am-1:30 pm
2 stops22h 15m
Tallinn
Thu 6/18
5:55 am-2:55 pm
1 stop17h 00m
$913
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Fri 5/29
12:53 pm-5:35 pm
2 stops20h 42m
Tallinn
Fri 6/5
6:10 am-7:55 pm
1 stop21h 45m
$913
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Thu 5/28
12:53 pm-1:30 pm
2 stops16h 37m
Tallinn
Thu 6/4
5:55 am-10:18 am
2 stops36h 23m
$917
Cheapest one-way
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Tue 8/11
3:40 pm-12:25 am
2 stops24h 45m
$370
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Tue 6/2
9:55 am-7:55 pm
2 stops26h 00m
$570
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Tue 5/19
10:30 am-3:15 pm
2 stops20h 45m
$598
Quickest one-way
ChicagoTallinn
ORD - TLL
ORDTLL
Chicago O'Hare Intl
Tue 5/19
9:30 pm-9:40 pm
1 stop16h 10m
$639
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from Chicago to Tallinn
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Tallinn in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Tallinn flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Tallinn flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Tallinn flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Tallinn flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Tallinn flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Tallinn
Have a flexible travel schedule? Discover the best time to fly to Tallinn from Chicago with our price prediction graph.
CHI-TLL
ORD-TLL
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 Tallinn
CHI-TLL
ORD-TLL
What is the cheapest month to book a flight from Chicago to Tallinn?
Currently, February is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $389). Flying from Chicago to Tallinn in July is currently the most expensive (average of $692). 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.
How much does it cost to fly round-trip from Chicago to Tallinn?
Reviews of airlines servicing Tallinn
Get insights into the airlines that provide service to Tallinn. 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 Tallinn. Reviews last updated May 1, 2026.
Read through reviews of airlines operating flights from Chicago to Tallinn, such as Scandinavian Airlines,United Airlines, andLufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.7
Crew
8.0
Food
6.7
Boarding
7.6
Comfort
7.3
Overall
7.4
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Entertainment
6.7
Crew
8.0
Food
6.7
Boarding
7.6
Comfort
7.3
Overall
7.4
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Entertainment
6.7
Crew
8.0
Food
6.7
Boarding
7.6
Comfort
7.3
Overall
7.4
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Entertainment
6.7
Crew
8.0
Food
6.7
Boarding
7.6
Comfort
7.3
Overall
7.4
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Related info for your journey
Find useful and relevant information for your journey from Chicago to Tallinn. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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 Chicago to Tallinn
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Complete your trip
Complete your trip to Tallinn by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Tallinn by cabin class
Find flights from Chicago to Tallinn, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Tallinn flights
Browse other Chicago and Tallinn flight options. Last updated on May 1, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on May 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Tallinn
Explore flights to Tallinn departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 1, 2026.
Top 4 airlines flying from Chicago to Tallinn
Discover the top 4 airlines that operate flights from Chicago 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 May 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$433 | Average$559 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$486 | Average$686 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$486 | Average$848 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$719 | Average$997 | FlexibilityNo cancel fee | On-time76% |