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Tallinn

$328+ 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Sep 16 — Sep 231
Wed 9/16
Wed 9/23
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 August 17, 2026.

This Gotogate deal was found by Cheapflights users on 8/13. 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.
Fri 10/27:15 pm -
1 stop22h 15m
Thu 10/156:15 am -
1 stop17h 55m
Deal found 8/13$652
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/283:45 pm -
2 stops38h 40m
Mon 10/510:55 am -
1 stop14h 55m
Deal found 8/13$663
This Justfly.com deal was found by Cheapflights users on 8/14. 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.
Tue 11/247:15 pm -
1 stop22h 10m
Tue 12/16:25 am -
1 stop18h 20m
Deal found 8/14$669
This Justfly.com deal was found by Cheapflights users on 8/14. 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.
Mon 11/237:15 pm -
1 stop22h 10m
Tue 12/17:10 am -
2 stops17h 35m
Deal found 8/14$670
This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/249:50 pm -
2 stops18h 30m
Mon 11/3010:40 pm -
2 stops24h 50m
Deal found 8/14$673
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Tue 9/297:25 pm -
2 stops19h 45m
Tue 10/610:55 am -
1 stop14h 55m
Deal found 8/15$682
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/273:45 pm -
1 stop14h 30m
Sun 10/41:40 pm -
1 stop12h 10m
Deal found 8/13$683

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 August 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$652
(Gotogate)

One-way from

$328
(Kiwi.com)

Popular in

September

Cheapest in

March

Average price

$764
Provider with most accurate pricing for Chicago (CHI)-Tallinn flight deals.
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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. 8% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 17, 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

Cheapest round-trip

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Fri 10/2

7:15 pm-1:30 am

1 stop22h 15m

Tallinn

Thu 10/15

6:15 am-4:10 pm

1 stop17h 55m

$652
Quickest round-trip

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Sat 9/26

7:15 pm-3:15 pm

1 stop12h 00m

Tallinn

Sat 10/3

6:15 am-4:10 pm

1 stop17h 55m

$698

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Sun 2/7

7:15 pm-10:30 am

1 stop31h 15m

Tallinn

Thu 2/11

3:55 pm-4:45 pm

1 stop32h 50m

$707

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Tue 11/24

7:15 pm-8:05 pm

2 stops16h 50m

Tallinn

Tue 12/1

7:10 am-4:45 pm

2 stops17h 35m

$721

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Sun 1/31

7:15 pm-10:30 am

1 stop31h 15m

Tallinn

Thu 2/4

6:25 am-4:45 pm

1 stop18h 20m

$723
Cheapest one-way

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Tue 9/29

7:25 pm-9:45 am

3 stops30h 20m

$360

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Fri 11/13

7:15 pm-10:30 am

1 stop31h 15m

$370
Quickest one-way

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Tue 11/3

7:15 pm-3:20 pm

1 stop12h 05m

$516

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Sun 9/27

11:25 am-10:20 am

1 stop14h 55m

$539

ChicagoTallinn

ORD Chicago O'Hare Intl - TLL Tallinn

ORDTLL

Chicago O'Hare Intl

Mon 9/28

8:10 pm-10:20 am

1 stop30h 10m

$539

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Sorted 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 August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice 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, March is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $492). Flying from Chicago to Tallinn in June is currently the most expensive (average of $1,021). 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?

Airfare is below average for this route at the moment.
Chicago to Tallinn flights typically cost between $707 and $862 in October.
The cheapest round-trip price found within the last 5 days was $652 on Scandinavian Airlines (Oct 2-Oct 15).

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 August 17, 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.
Scandinavian Airlines
7.4
Good
1,951 reviews

Crew

8.0

Comfort

7.3

Boarding

7.7

Entertainment

6.8

Food

6.8

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

BOS - CPH

I booked sas lodge - but I was unable to use it in Copenhagen because lodge was beyond check point. But SAS website confirmed access:(
Scandinavian Airlines
7.4
Good
1,951 reviews
Scandinavian Airlines
7.4
Good
1,951 reviews

Crew

8.0

Comfort

7.3

Boarding

7.7

Entertainment

6.8

Food

6.8

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

BOS - CPH

I booked sas lodge - but I was unable to use it in Copenhagen because lodge was beyond check point. But SAS website confirmed access:(
United Airlines
7.4
Good
10,106 reviews
Scandinavian Airlines
7.4
Good
1,951 reviews

Crew

8.0

Comfort

7.3

Boarding

7.7

Entertainment

6.8

Food

6.8

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

BOS - CPH

I booked sas lodge - but I was unable to use it in Copenhagen because lodge was beyond check point. But SAS website confirmed access:(
Lufthansa
6.8
Okay
8,194 reviews
Scandinavian Airlines
7.4
Good
1,951 reviews

Crew

8.0

Comfort

7.3

Boarding

7.7

Entertainment

6.8

Food

6.8

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Mar 2026

BOS - CPH

I booked sas lodge - but I was unable to use it in Copenhagen because lodge was beyond check point. But SAS website confirmed access:(

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 22h 15m. 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 $437. Additional round-trip tickets that might be worth considering are offered by United Airlines and Lufthansa, with the lowest prices starting at $486 and $486, respectively. Scandinavian Airlines is priced at 40% 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, March is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $492). Flying from Chicago to Tallinn in June is currently the most expensive (average of $1,021). 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 August 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$437Average$611FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$486Average$737FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$486Average$858FlexibilityNo cancel feeOn-time76%
FinnairCheapest$785Average$997FlexibilityNo cancel feeOn-time76%

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