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Tallinn

$227+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Mar 31 — Apr 71
Tue 3/31
Tue 4/7
1 adult, Economy
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Cheap flight deals from Chicago to Tallinn

Cheapest flights from Chicago to Tallinn
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 March 1, 2026.

This oojo deal was found by Cheapflights users on 2/27. 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.
Mon 4/137:15 pm
ORD
-
TLL
1 stop22h 15m
Scandinavian Airlines
Mon 4/206:15 am
TLL
-
ORD
1 stop17h 55m
Scandinavian Airlines
Deal found 2/27$445
This oojo deal was found by Cheapflights users on 3/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/59:50 pm
ORD
-
TLL
1 stop19h 50m
LOT
Wed 4/295:45 am
TLL
-
ORD
1 stop22h 05m
LOT
Deal found 3/1$453
This FlightHub deal was found by Cheapflights users on 3/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/69:50 pm
ORD
-
TLL
1 stop19h 50m
LOT
Wed 4/292:20 pm
TLL
-
ORD
1 stop13h 30m
LOT
Deal found 3/1$466
This oojo deal was found by Cheapflights users on 2/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:15 pm
ORD
-
TLL
2 stops20h 35m
Scandinavian Airlines
Wed 4/297:00 am
TLL
-
ORD
2 stops17h 10m
Scandinavian Airlines
Deal found 2/28$474
This oojo deal was found by Cheapflights users on 2/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:15 pm
ORD
-
TLL
1 stop31h 30m
Scandinavian Airlines
Sun 9/133:50 pm
TLL
-
ORD
1 stop32h 20m
Scandinavian Airlines
Deal found 2/26$475
This FlightHub deal was found by Cheapflights users on 2/28. 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.
Mon 3/307:15 pm
ORD
-
TLL
1 stop12h 00m
Scandinavian Airlines
Thu 4/303:50 pm
TLL
-
ORD
1 stop32h 20m
Scandinavian Airlines
Deal found 2/28$479
This Gurufare deal was found by Cheapflights users on 3/1. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/59:50 pm
ORD
-
TLL
1 stop19h 50m
LOT
Mon 4/276:25 pm
TLL
-
ORD
1 stop28h 45m
LOT
Deal found 3/1$485

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 March 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$445
(oojo)

One-way from

$227
(Kiwi.com)

Popular in

September

Cheapest in

October

Average price

$500
Provider with most accurate pricing for Chicago (CHI)-Tallinn flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Tallinn flights.
Search Deals
From Chicago (CHI) to Tallinn
Search Deals
One-way flight from Chicago (CHI) to Tallinn
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 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

Price

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 4/13

7:25 pm-5:20 pm

2 stops13h 55m

Tallinn

Mon 4/20

9:40 pm-6:15 pm

3 stops28h 35m

$552

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 5/19

9:55 am-1:05 pm

2 stops19h 10m

Tallinn

Thu 5/28

1:55 pm-8:00 am

2 stops26h 05m

$569

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sat 4/4

7:55 am-1:00 pm

2 stops21h 05m

Tallinn

Wed 5/6

6:10 am-2:53 pm

2 stops16h 43m

$573

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Fri 4/3

11:15 am-1:10 pm

2 stops17h 55m

Tallinn

Fri 5/1

6:10 am-11:00 pm

2 stops24h 50m

$576

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sat 4/4

9:50 am-1:00 pm

2 stops19h 10m

Tallinn

Fri 5/1

6:10 am-12:45 am

2 stops26h 35m

$579

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 4/26

6:40 pm-1:05 pm

2 stops34h 25m

Tallinn

Sun 5/3

1:45 pm-4:47 pm

2 stops35h 02m

$580

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 6/2

7:00 am-3:15 pm

2 stops24h 15m

Tallinn

Sun 6/7

6:15 am-4:10 pm

1 stop17h 55m

$620

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 3/30

10:25 pm-12:50 am

2 stops18h 25m

Tallinn

Mon 4/6

7:55 am-5:50 pm

1 stop17h 55m

$641

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 6/2

11:05 am-7:55 pm

2 stops24h 50m

$365

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 6/2

9:30 pm-3:45 pm

1 stop10h 15m

$371

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/27

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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

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

Currently, October is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $433). Flying from Chicago to Tallinn in July is currently the most expensive (average of $781). 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.

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 March 1, 2026.
Read through reviews of airlines operating flights from Chicago to Tallinn, such as Finnair, United Airlines, and Scandinavian Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Finnair
7.6
Good
1,371 reviews

Food

6.7

Comfort

7.5

Crew

8.2

Overall

7.6

Boarding

7.7

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
Finnair
7.6
Good
1,371 reviews
Finnair
7.6
Good
1,371 reviews

Food

6.7

Comfort

7.5

Crew

8.2

Overall

7.6

Boarding

7.7

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
United Airlines
7.4
Good
9,375 reviews
Finnair
7.6
Good
1,371 reviews

Food

6.7

Comfort

7.5

Crew

8.2

Overall

7.6

Boarding

7.7

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
Scandinavian Airlines
7.3
Good
1,702 reviews
Finnair
7.6
Good
1,371 reviews

Food

6.7

Comfort

7.5

Crew

8.2

Overall

7.6

Boarding

7.7

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
Lufthansa
6.8
Okay
7,818 reviews
Finnair
7.6
Good
1,371 reviews

Food

6.7

Comfort

7.5

Crew

8.2

Overall

7.6

Boarding

7.7

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.

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.

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

    If you book a flight to Tallinn from Chicago, you will be flying to Tallinn, which is the city’s only airport. Tallinn (TLL) is located 2.1 mi from the center of Tallinn. There are 0 flights from Chicago to Tallinn per day from 4 different airlines.

  • How long is the flight from Chicago to Tallinn?

    Departing from Chicago to Tallinn will take you 19h 10m. There are 4456 mi between Chicago and Tallinn.

  • What are the cheapest airlines flying from Chicago to Tallinn round-trip?

    Flying on Scandinavian Airlines is currently your cheapest option to Tallinn, with prices starting at $433. Additional round-trip tickets that might be worth considering are offered by United Airlines and Lufthansa, with the lowest prices starting at $486 and $492, respectively. Scandinavian Airlines is priced at 37% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $433). Flying from Chicago to Tallinn in July is currently the most expensive (average of $781). 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 Tallinn

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Tallinn flights
St. Louis to Tallinn flights

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 March 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$433Average$559FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$486Average$680FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$492Average$881FlexibilityNo cancel feeOn-time76%
FinnairCheapest$548Average$817FlexibilityNo cancel feeOn-time76%

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