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Tallinn

$523+ Cheap flights from Chicago (CHI) to Tallinn (TLL)

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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Tallinn Ulemiste are usually found in March or November, booked 36 days in advance, depart on a Monday or Thursday and return on a Thursday

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 April 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$523
(oojo)

Popular in

July

Cheapest in

March

Average price

$581
Provider with most accurate pricing for Chicago (CHI)-Tallinn Ulemiste flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Tallinn Ulemiste flights.
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From Chicago (CHI) to Tallinn Ulemiste
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Highest demand for flights based on searches. 25% potential increase in price ($248 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($40 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 30, 2025.

This oojo deal was found by Cheapflights users on 4/29. 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.
Thu 8/217:15 pmORD - TLL
1 stop11h 55mScandinavian Airlines
Sun 8/248:50 pmTLL - ORD
2 stops27h 20mScandinavian Airlines
Deal found 4/29$523
This SWISS deal was found by Cheapflights users on 4/30. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/117:05 pmORD - TLL
1 stop22h 25mSWISS
Fri 9/126:00 amTLL - ORD
1 stop14h 10mSWISS
Deal found 4/30$575
This Lufthansa deal was found by Cheapflights users on 4/30. 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.
Wed 9/37:05 pmORD - TLL
1 stop22h 25mMultiple Airlines
Wed 9/102:45 pmTLL - ORD
1 stop13h 10mMultiple Airlines
Deal found 4/30$581
This FlightHub deal was found by Cheapflights users on 4/28. 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.
Sun 7/209:40 pmORD - TLL
1 stop12h 45mLufthansa
Thu 8/146:00 amTLL - ORD
1 stop14h 55mLufthansa
Deal found 4/28$582
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2110:30 pmORD - TLL
1 stop17h 50mUnited Airlines
Thu 8/146:00 amTLL - ORD
1 stop14h 55mUnited Airlines
Deal found 4/28$587
This Air Canada deal was found by Cheapflights users on 4/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2310:40 amORD - TLL
2 stops25h 15mAir Canada
Tue 8/127:20 amTLL - ORD
2 stops15h 31mAir Canada
Deal found 4/28$667
This StudentUniverse deal was found by Cheapflights users on 4/30. 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.
Wed 6/118:30 pmORD - TLL
2 stops15h 05mFinnair
Wed 6/256:00 amTLL - ORD
2 stops16h 45mFinnair
Deal found 4/30$720
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 6/44:44 pmORD - TLL
2 stops15h 26mAmerican Airlines
Wed 6/186:00 amTLL - ORD
2 stops15h 50mAmerican Airlines
Deal found 4/29$726

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 April 30, 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

Thu 8/21

7:15 pm-3:10 pm

1 stop11h 55m

Tallinn Ulemiste

Sun 8/24

8:50 pm-4:10 pm

2 stops27h 20m

$523

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 8/11

7:05 pm-1:30 am

1 stop22h 25m

Tallinn Ulemiste

Fri 9/12

6:00 am-12:10 pm

1 stop14h 10m

$575

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 9/3

7:05 pm-1:30 am

1 stop22h 25m

Tallinn Ulemiste

Wed 9/10

2:45 pm-7:55 pm

1 stop13h 10m

$581

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 7/20

9:40 pm-6:25 pm

1 stop12h 45m

Tallinn Ulemiste

Thu 8/14

6:00 am-12:55 pm

1 stop14h 55m

$582

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 7/21

10:30 pm-12:20 am

1 stop17h 50m

Tallinn Ulemiste

Thu 8/14

6:00 am-12:55 pm

1 stop14h 55m

$587

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 7/23

10:40 am-7:55 pm

2 stops25h 15m

Tallinn Ulemiste

Tue 8/12

7:20 am-2:51 pm

2 stops15h 31m

$667

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 6/11

8:30 pm-7:35 pm

2 stops15h 05m

Tallinn Ulemiste

Wed 6/25

6:00 am-2:45 pm

2 stops16h 45m

$720

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 6/4

4:44 pm-4:10 pm

2 stops15h 26m

Tallinn Ulemiste

Wed 6/18

6:00 am-1:50 pm

2 stops15h 50m

$726

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 6/1

2:20 pm-1:30 am

1 stop27h 10m

$594

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 6/1

7:15 pm-11:40 pm

2 stops20h 25m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 11 results
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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Tallinn flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Tallinn. Price data was last updated on April 25, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Tallinn, 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 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 $1,022). 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 April 30, 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.

Rainfall in Tallinn by month

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

In terms of precipitation, rainfall in Tallinn ranges from 1.3 - 3.3 inches per month. August is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Tallinn when rainfall is around 1.3 in.

Temperature in Tallinn by month

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

If weather is an important factor for your trip to Tallinn, 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 62.6 F. Travelers looking to avoid the cold should look outside of February, when temperatures are typically at their lowest (around 23.0 F).

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 April 30, 2025.
Finnair
7.6
Good
1,275 reviews

Boarding

7.6

Comfort

7.4

Entertainment

6.9

Food

6.7

Crew

8.1

Overall

7.6

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
Finnair
7.6
Good
1,275 reviews
Finnair
7.6
Good
1,275 reviews

Boarding

7.6

Comfort

7.4

Entertainment

6.9

Food

6.7

Crew

8.1

Overall

7.6

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
SWISS
7.5
Good
1,588 reviews
Finnair
7.6
Good
1,275 reviews

Boarding

7.6

Comfort

7.4

Entertainment

6.9

Food

6.7

Crew

8.1

Overall

7.6

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
United Airlines
7.4
Good
8,696 reviews
Finnair
7.6
Good
1,275 reviews

Boarding

7.6

Comfort

7.4

Entertainment

6.9

Food

6.7

Crew

8.1

Overall

7.6

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
Scandinavian Airlines
7.3
Good
1,349 reviews
Finnair
7.6
Good
1,275 reviews

Boarding

7.6

Comfort

7.4

Entertainment

6.9

Food

6.7

Crew

8.1

Overall

7.6

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
American Airlines
7.2
Good
10,000 reviews
Finnair
7.6
Good
1,275 reviews

Boarding

7.6

Comfort

7.4

Entertainment

6.9

Food

6.7

Crew

8.1

Overall

7.6

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight

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 Ulemiste, which is the city’s only airport. Tallinn Ulemiste (TLL) is located 2.1 mi from the center of Tallinn. There are 0 flights from Chicago to Ulemiste per day from 5 different airlines.

  • 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 $523. Additional round-trip tickets that might be worth considering are offered by SWISS and Lufthansa, with the lowest prices starting at $575 and $582, respectively. Scandinavian Airlines is priced at 27% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Tallinn one-way?

    For one-way options, check prices for SWISS. According to our data, you can fly for as low as $594. Users have also found prices from $603 and $663 on Scandinavian Airlines and Air Canada, respectively.

  • 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 $1,022). 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

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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
O'Hare Intl to Tartu flights
St. Louis to Tallinn flights

Top 5 airlines flying from Chicago to Tallinn

Discover the top 5 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$460FlexibilityNo cancel feeOn-time77%
FinnairCheapest$513Average$772FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$529Average$680FlexibilityNo cancel feeOn-time69%
LOTCheapest$539Average$1,104FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$539Average$663FlexibilityNo cancel feeOn-time76%

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