HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Tallinn

$371+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

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 septiembre 17, 2025.

Round-trip from

$428
(oojo)

One-way from

$371
(oojo)

Popular in

September

Cheapest in

November

Average price

$880
From Chicago (CHI) to Tallinn
Search Deals
One-way flight from Chicago (CHI) to Tallinn
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find 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 septiembre 17, 2025.

This oojo deal was found by Cheapflights users on 9/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/237:20 pmORD - TLL
1 stop11h 50mScandinavian Airlines
mié. 12/33:40 pmTLL - ORD
2 stops33h 05mScandinavian Airlines
Deal found 9/16$428
This oojo deal was found by Cheapflights users on 9/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/237:20 pmORD - TLL
1 stop11h 50mScandinavian Airlines
mar. 12/28:00 pmTLL - ORD
2 stops28h 45mScandinavian Airlines
Deal found 9/16$438
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/237:20 pmORD - TLL
2 stops35h 40mScandinavian Airlines
lun. 12/13:40 pmTLL - ORD
2 stops57h 05mScandinavian Airlines
Deal found 9/16$471
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/234:20 pmORD - TLL
1 stop12h 35mLufthansa
lun. 12/16:05 pmTLL - ORD
1 stop27h 05mLufthansa
Deal found 9/16$516
This Trip.com deal was found by Cheapflights users on 9/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/197:20 pmORD - TLL
1 stop31h 00mScandinavian Airlines
sáb. 11/293:45 pmTLL - ORD
1 stop33h 00mScandinavian Airlines
Deal found 9/16$517
This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/2011:50 amORD - TLL
1 stop15h 55mTurkish Airlines
mar. 12/26:55 pmTLL - ORD
1 stop23h 10mTurkish Airlines
Deal found 9/16$553
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/2410:35 pmORD - TLL
1 stop17h 15mLufthansa
dom. 12/281:55 pmTLL - ORD
1 stop14h 10mLufthansa
Deal found 9/16$555
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/199:55 pmORD - TLL
1 stop17h 45mLOT
dom. 11/306:30 pmTLL - ORD
2 stops33h 25mLOT
Deal found 9/16$561
This oojo deal was found by Cheapflights users on 9/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/259:55 pmORD - TLL
1 stop19h 50mLOT
dom. 11/306:30 pmTLL - ORD
2 stops33h 25mLOT
Deal found 9/16$562
This Trip.com deal was found by Cheapflights users on 9/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/197:20 pmORD - TLL
1 stop31h 00mScandinavian Airlines
dom. 11/303:45 pmTLL - ORD
1 stop33h 00mScandinavian Airlines
Deal found 9/16$563

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 septiembre 17, 2025.
Use the filters below to find and compare flights from Chicago to Tallinn that are best for you.

Fly from

Chicago

Fly to

Tallinn

Route

Depart

Return

Price

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

lun. 1/19

7:20 pm-7:30 pm

2 stops16h 10m

Tallinn

jue. 1/29

8:00 pm-4:45 pm

2 stops28h 45m

$428

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

dom. 11/23

7:20 pm-3:10 pm

1 stop11h 50m

Tallinn

mié. 12/3

3:40 pm-4:45 pm

2 stops33h 05m

$428

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

dom. 11/23

7:20 pm-3:10 pm

1 stop11h 50m

Tallinn

mar. 12/2

3:45 pm-4:45 pm

1 stop33h 00m

$438

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

dom. 11/23

7:20 pm-10:20 am

1 stop31h 00m

Tallinn

lun. 12/1

8:00 pm-4:45 pm

2 stops52h 45m

$438

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

dom. 11/23

4:20 pm-12:55 pm

1 stop12h 35m

Tallinn

lun. 12/1

6:05 pm-1:10 pm

1 stop27h 05m

$516

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

mié. 12/24

10:35 pm-11:50 pm

1 stop17h 15m

Tallinn

dom. 12/28

1:55 pm-8:05 pm

1 stop14h 10m

$555

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

mié. 12/24

7:20 pm-10:20 am

1 stop31h 00m

$371

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

mié. 12/24

6:30 pm-8:15 am

3 stops29h 45m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, November is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $550). Flying from Chicago to Tallinn in June is currently the most expensive (average of $974). 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.

What is the cheapest time of day to fly from CHI to TLL?

Find hourly flight availability from Chicago to Tallinn. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 17, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 21% on flights from Chicago to Tallinn by exploring options for tickets in the morning.

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 septiembre 17, 2025.
Read through reviews of airlines operating flights from Chicago to Tallinn, such as Finnair, Scandinavian Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Finnair
7.6
Good
1,324 reviews

Comfort

7.5

Boarding

7.6

Food

6.7

Crew

8.1

Entertainment

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Daniel,May 2025

HEL - ARN

This is a very short flight. The crew was all very friendly and helpful. The plane was clean and nice. By the time you're in the air, you're starting to descend. It's painless.
Finnair
7.6
Good
1,324 reviews
Finnair
7.6
Good
1,324 reviews

Comfort

7.5

Boarding

7.6

Food

6.7

Crew

8.1

Entertainment

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Daniel,May 2025

HEL - ARN

This is a very short flight. The crew was all very friendly and helpful. The plane was clean and nice. By the time you're in the air, you're starting to descend. It's painless.
Scandinavian Airlines
7.4
Good
1,486 reviews
Finnair
7.6
Good
1,324 reviews

Comfort

7.5

Boarding

7.6

Food

6.7

Crew

8.1

Entertainment

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Daniel,May 2025

HEL - ARN

This is a very short flight. The crew was all very friendly and helpful. The plane was clean and nice. By the time you're in the air, you're starting to descend. It's painless.
United Airlines
7.4
Good
8,926 reviews
Finnair
7.6
Good
1,324 reviews

Comfort

7.5

Boarding

7.6

Food

6.7

Crew

8.1

Entertainment

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Daniel,May 2025

HEL - ARN

This is a very short flight. The crew was all very friendly and helpful. The plane was clean and nice. By the time you're in the air, you're starting to descend. It's painless.
Lufthansa
6.8
Okay
7,409 reviews
Finnair
7.6
Good
1,324 reviews

Comfort

7.5

Boarding

7.6

Food

6.7

Crew

8.1

Entertainment

6.9

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Daniel,May 2025

HEL - ARN

This is a very short flight. The crew was all very friendly and helpful. The plane was clean and nice. By the time you're in the air, you're starting to descend. It's painless.

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 16h 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 $424. Additional round-trip tickets that might be worth considering are offered by Finnair and United Airlines, with the lowest prices starting at $507 and $528, respectively. Scandinavian Airlines is priced at 38% 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, November is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $550). Flying from Chicago to Tallinn in June is currently the most expensive (average of $974). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
O'Hare Intl to Tartu 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$424Average$460FlexibilityNo cancel feeOn-time77%
FinnairCheapest$507Average$753FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$528Average$680FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$535Average$643FlexibilityNo cancel feeOn-time76%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.