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$489+ Cheap flights from Tallinn (TLL) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
TLL — CHI
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheapflights Tip: The best prices from Tallinn to Chicago are usually found in February or April, booked 37 days in advance, depart on a Thursday or Wednesday and return on a Monday

Find flight deals from Tallinn to Chicago

Cheapest flights from Tallinn to Chicago
Explore the most affordable flight options available from Tallinn to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This oojo deal was found by Cheapflights users on 10/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:00 amTLL - ORD
2 stops17h 45mScandinavian Airlines
Sun 11/167:20 pmORD - TLL
2 stops20h 20mScandinavian Airlines
Deal found 10/15$489
This Gotogate deal was found by Cheapflights users on 10/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/293:40 pmTLL - ORD
2 stops34h 05mScandinavian Airlines
Sun 11/27:20 pmORD - TLL
1 stop11h 50mScandinavian Airlines
Deal found 10/15$566
This Scandinavian Airlines deal was found by Cheapflights users on 10/16. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/306:50 amTLL - ORD
2 stops17h 55mScandinavian Airlines
Sun 12/77:20 pmORD - TLL
1 stop11h 50mScandinavian Airlines
Deal found 10/16$596
This FlightHub deal was found by Cheapflights users on 10/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:55 pmTLL - ORD
1 stop23h 10mTurkish Airlines
Tue 1/138:20 pmORD - TLL
1 stop37h 40mTurkish Airlines
Deal found 10/15$638
This Justfly.com deal was found by Cheapflights users on 10/15. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/253:40 pmTLL - ORD
2 stops33h 05mScandinavian Airlines
Tue 1/137:30 amORD - TLL
2 stops23h 40mScandinavian Airlines
Deal found 10/15$653
This Air France deal was found by Cheapflights users on 10/15. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:00 pmTLL - ORD
2 stops18h 02mMultiple Airlines
Tue 1/135:20 pmORD - TLL
1 stop22h 39mMultiple Airlines
Deal found 10/15$721
This Mytrip deal was found by Cheapflights users on 10/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:40 amTLL - ORD
3 stops19h 40mMultiple Airlines
Sun 11/166:30 pmORD - TLL
3 stops32h 00mMultiple Airlines
Deal found 10/15$802

Cheap flight deals from Tallinn to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Tallinn (TLL) to Chicago (CHI). 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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$489
(oojo)

Popular in

December

Cheapest in

February

Average price

$641
Provider with most accurate pricing for Tallinn-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tallinn-Chicago (CHI) flights.
Search Deals
From Tallinn to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallinn to Chicago 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 October 16, 2025.
Use the filters below to find and compare flights from Tallinn to Chicago that are best for you.

Fly from

Tallinn

Fly to

Chicago

Route

Depart

Return

Price

TallinnChicago

TLL - ORD

TLLORD

Tallinn

Fri 11/7

7:00 am-4:45 pm

2 stops17h 45m

Chicago O'Hare Intl

Sun 11/16

7:20 pm-11:40 pm

2 stops20h 20m

$489

TallinnChicago

TLL - ORD

TLLORD

Tallinn

Fri 3/6

11:00 am-4:55 pm

1 stop13h 55m

Chicago O'Hare Intl

Mon 3/9

8:20 pm-3:10 pm

1 stop11h 50m

$514

TallinnChicago

TLL - ORD

TLLORD

Tallinn

Fri 2/20

11:00 am-4:45 pm

1 stop13h 45m

Chicago O'Hare Intl

Fri 2/27

7:20 pm-10:30 am

2 stops31h 10m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

Compare providers for flights from Tallinn to Chicago

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 Tallinn to Chicago in October.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 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 Tallinn-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tallinn-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tallinn-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tallinn-Chicago 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 Tallinn-Chicago 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 Tallinn to Chicago

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

How far ahead should I book a flight from Tallinn to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Tallinn to Chicago. Price data was last updated on October 10, 2025.

To ensure you get the cheapest price possible for a flight from Tallinn to Chicago, you should look to book at least 36 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, April is the cheapest month in which you can book a flight from Tallinn to Chicago (average of $329). Flying from Tallinn to Chicago in June 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.

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

Find hourly flight availability from Tallinn to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

One of the essential ways to save on airfare from Tallinn to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 15% on airfare.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated October 16, 2025.
Read reviews from past customers who have flown Finnair from Tallinn to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Finnair
7.6
Good
1,332 reviews

Entertainment

6.9

Food

6.7

Boarding

7.6

Crew

8.1

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.
Finnair
7.6
Good
1,332 reviews
Finnair
7.6
Good
1,332 reviews

Entertainment

6.9

Food

6.7

Boarding

7.6

Crew

8.1

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Related info for your journey

Find useful and relevant information for your journey from Tallinn to Chicago. 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 from for flights from Tallinn to Chicago?

    Located just 2.1 mi from the city center, Tallinn is the airport most travelers will use when flying to Chicago from Tallinn. Booking flights from Tallinn (TLL) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 0 different airlines.

  • How long is the flight from Tallinn to Chicago?

    Airlines like Scandinavian Airlines fly from Tallinn to Chicago in about 17h 45m. The time it takes to get you to your destination can typically vary by up to . The distance from Tallinn to Chicago is about 4456 mi.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Tallinn to Chicago (average of $329). Flying from Tallinn to Chicago in June 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.

See more FAQs

Traveling to a place near Chicago?

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