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$455+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
TLL — CHI
Apr 1 — Apr 81
Tue 4/1
Tue 4/8
1 adult, Economy
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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”
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Cheapflights Tip: The best prices from Tallinn Ulemiste to Chicago are usually found in February or April, booked 85 days in advance, depart on a Thursday or Wednesday and return on a Monday

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 March 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$455
(Finnair)

Popular in

July

Cheapest in

February

Average price

$584
Provider with most accurate pricing for Tallinn Ulemiste-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Tallinn Ulemiste-Chicago (CHI) flights.
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From Tallinn Ulemiste to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($112 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 March 27, 2025.

This Finnair deal was found by Cheapflights users on 3/25. 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.
Thu 5/111:35 amTLL - ORD
1 stop14h 15mFinnair
Sat 5/105:40 pmORD - TLL
2 stops14h 25mFinnair
Deal found 3/25$455
This American Airlines deal was found by Cheapflights users on 3/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/247:35 amTLL - ORD
2 stops17h 25mMultiple Airlines
Mon 4/285:10 pmORD - TLL
2 stops15h 00mMultiple Airlines
Deal found 3/26$539
This Scandinavian Airlines deal was found by Cheapflights users on 3/25. 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.
Mon 5/57:00 amTLL - ORD
2 stops17h 10mScandinavian Airlines
Sun 5/117:15 pmORD - TLL
2 stops16h 15mScandinavian Airlines
Deal found 3/25$543
This oojo deal was found by Cheapflights users on 3/26. 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.
Wed 11/55:45 amTLL - ORD
1 stop22h 15mLOT
Wed 11/199:55 pmORD - TLL
1 stop19h 50mLOT
Deal found 3/26$549
This American Airlines deal was found by Cheapflights users on 3/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/12:55 pmTLL - ORD
2 stops16h 54mAmerican Airlines
Sat 5/105:40 pmORD - TLL
2 stops14h 25mAmerican Airlines
Deal found 3/26$558
This FlightHub deal was found by Cheapflights users on 3/25. 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 5/127:35 pmTLL - ORD
1 stop22h 05mTurkish Airlines
Mon 6/3011:25 amORD - TLL
1 stop23h 15mTurkish Airlines
Deal found 3/25$601
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Wed 11/56:25 amTLL - ORD
2 stops22h 00mUnited Airlines
Wed 11/1910:35 pmORD - TLL
1 stop17h 20mUnited Airlines
Deal found 3/26$637
This KLM deal was found by Cheapflights users on 3/25. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/122:05 pmTLL - ORD
1 stop32h 05mKLM
Mon 6/302:00 pmORD - TLL
2 stops15h 15mKLM
Deal found 3/25$679
This Lufthansa deal was found by Cheapflights users on 3/25. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/126:00 amTLL - ORD
2 stops20h 22mLufthansa
Wed 7/210:30 pmORD - TLL
1 stop17h 50mLufthansa
Deal found 3/25$711
This StudentUniverse deal was found by Cheapflights users on 3/25. 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 StudentUniverse is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/127:30 amTLL - ORD
2 stops40h 15mEmirates
Tue 7/12:07 pmORD - TLL
3 stops47h 03mEmirates
Deal found 3/25$2,456

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 March 27, 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 Ulemiste

Thu 5/1

10:00 am-5:50 pm

1 stop15h 50m

Chicago O'Hare Intl

Sat 5/10

5:40 pm-4:05 pm

2 stops14h 25m

$455

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Thu 4/24

7:35 am-5:00 pm

2 stops17h 25m

Chicago O'Hare Intl

Mon 4/28

5:10 pm-4:10 pm

2 stops15h 00m

$539

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Mon 5/5

7:00 am-4:10 pm

2 stops17h 10m

Chicago O'Hare Intl

Sun 5/11

7:15 pm-7:30 pm

2 stops16h 15m

$543

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Thu 5/1

2:55 pm-11:49 pm

2 stops16h 54m

Chicago O'Hare Intl

Sat 5/10

5:40 pm-4:05 pm

2 stops14h 25m

$558

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Tue 6/24

5:45 am-3:10 pm

1 stop17h 25m

Chicago O'Hare Intl

Wed 7/2

5:10 pm-1:40 pm

1 stop12h 30m

$574

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Mon 5/12

7:35 pm-9:40 am

1 stop22h 05m

Chicago O'Hare Intl

Mon 6/30

11:25 am-6:40 pm

1 stop23h 15m

$601

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Mon 5/12

2:05 pm-2:10 pm

1 stop32h 05m

Chicago O'Hare Intl

Mon 6/30

2:00 pm-1:15 pm

2 stops15h 15m

$679

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Mon 5/12

6:00 am-6:22 pm

2 stops20h 22m

Chicago O'Hare Intl

Wed 7/2

10:30 pm-12:20 am

1 stop17h 50m

$711

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Tue 6/24

6:00 am-7:16 pm

2 stops21h 16m

Chicago O'Hare Intl

Wed 7/2

1:05 pm-1:55 pm

2 stops16h 50m

$766

TallinnChicago

TLL - ORD

TLLORD

Tallinn Ulemiste

Mon 5/12

7:30 am-3:45 pm

2 stops40h 15m

Chicago O'Hare Intl

Tue 7/1

2:07 pm-9:10 pm

3 stops47h 03m

$2,456

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 11 results
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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 March.
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 March 21, 2025.

To ensure you get the cheapest price possible for a flight from Tallinn to Chicago, you should look to book at least 85 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, August is the cheapest month in which you can book a flight from Tallinn to Chicago (average of $245). Flying from Tallinn to Chicago in March is currently the most expensive (average of $323). 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 March 27, 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 afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 27% on airfare.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 27, 2025.
Emirates
8.0
Very good
3,190 reviews

Crew

8.3

Entertainment

8.2

Food

7.8

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
Emirates
8.0
Very good
3,190 reviews
Emirates
8.0
Very good
3,190 reviews

Crew

8.3

Entertainment

8.2

Food

7.8

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
KLM
7.8
Good
1,319 reviews
Emirates
8.0
Very good
3,190 reviews

Crew

8.3

Entertainment

8.2

Food

7.8

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
LOT
7.6
Good
1,061 reviews
Emirates
8.0
Very good
3,190 reviews

Crew

8.3

Entertainment

8.2

Food

7.8

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
Finnair
7.6
Good
1,267 reviews
Emirates
8.0
Very good
3,190 reviews

Crew

8.3

Entertainment

8.2

Food

7.8

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
United Airlines
7.4
Good
8,603 reviews
Emirates
8.0
Very good
3,190 reviews

Crew

8.3

Entertainment

8.2

Food

7.8

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

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 Ulemiste is the airport most travelers will use when flying to Chicago from Tallinn. Booking flights from Ulemiste (TLL) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 1 airline.

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

    According to our current data, Finnair ($455), Scandinavian Airlines ($543), and American Airlines ($558) offers the cheapest pricing from Tallinn to Chicago. Users have found that Finnair is 27% cheaper than the other options available to this destination.

  • 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, August is the cheapest month in which you can book a flight from Tallinn to Chicago (average of $245). Flying from Tallinn to Chicago in March is currently the most expensive (average of $323). 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 Tallinn?

Book flights to Tallinn if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Tallinn to Chicago

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

Top airline flying from Tallinn to Chicago

Discover the top airline that operate flights from Tallinn to Chicago. 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 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FinnairCheapest$441Average$672FlexibilityNo cancel feeOn-time76%
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