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Tallinn

$345+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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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 June 16, 2025.

Round-trip from

$379
(oojo)

One-way from

$345
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$856
From Chicago (CHI) to Tallinn
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One-way flight from Chicago (CHI) to Tallinn
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Highest demand for flights based on searches. 21% potential increase in price ($197 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 16, 2025.

This oojo deal was found by Cheapflights users on 6/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:20 pmORD - TLL
2 stops16h 10mScandinavian Airlines
Mon 11/247:00 amTLL - ORD
2 stops17h 45mScandinavian Airlines
Deal found 6/14$379
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/107:05 pmORD - TLL
1 stop22h 30mMultiple Airlines
Tue 8/267:20 amTLL - ORD
2 stops15h 35mMultiple Airlines
Deal found 6/16$485
This lol.travel deal was found by Cheapflights users on 6/16. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/107:05 pmORD - TLL
1 stop22h 30mSWISS
Tue 8/266:00 amTLL - ORD
1 stop17h 55mSWISS
Deal found 6/16$492
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/102:00 pmORD - TLL
2 stops15h 10mAir Canada
Tue 8/267:20 amTLL - ORD
2 stops15h 35mAir Canada
Deal found 6/16$493
This FlightHub deal was found by Cheapflights users on 6/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:35 pmORD - TLL
1 stop17h 15mLufthansa
Mon 11/246:05 pmTLL - ORD
1 stop27h 05mLufthansa
Deal found 6/14$518
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/410:30 pmORD - TLL
1 stop17h 50mUnited Airlines
Mon 8/182:30 pmTLL - ORD
1 stop28h 30mUnited Airlines
Deal found 6/14$519
This KLM deal was found by Cheapflights users on 6/15. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/304:50 pmORD - TLL
1 stop19h 05mKLM
Wed 8/62:05 pmTLL - ORD
2 stops15h 58mKLM
Deal found 6/15$941
This Ovago deal was found by Cheapflights users on 6/14. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/235:45 pmORD - TLL
2 stops20h 10mFinnair
Wed 7/910:20 pmTLL - ORD
2 stops26h 40mFinnair
Deal found 6/14$948
This Booking.com deal was found by Cheapflights users on 6/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/175:10 pmORD - TLL
2 stops24h 30mLOT
Sun 7/205:45 amTLL - ORD
1 stop14h 20mLOT
Deal found 6/14$1,002
This Icelandair deal was found by Cheapflights users on 6/16. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/110:15 pmORD - TLL
1 stop25h 15mIcelandair
Wed 8/611:25 pmTLL - ORD
1 stop29h 50mIcelandair
Deal found 6/16$1,048

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 June 16, 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

Mon 11/10

7:20 pm-7:30 pm

2 stops16h 10m

Tallinn

Mon 11/24

7:00 am-4:45 pm

2 stops17h 45m

$379

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 8/10

7:05 pm-1:35 am

1 stop22h 30m

Tallinn

Tue 8/26

7:20 am-2:55 pm

2 stops15h 35m

$485

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 8/10

7:05 pm-1:35 am

1 stop22h 30m

Tallinn

Tue 8/26

6:00 am-3:55 pm

1 stop17h 55m

$492

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 8/10

2:00 pm-1:10 pm

2 stops15h 10m

Tallinn

Tue 8/26

7:20 am-2:55 pm

2 stops15h 35m

$493

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 11/10

10:35 pm-11:50 pm

1 stop17h 15m

Tallinn

Mon 11/24

6:05 pm-1:10 pm

1 stop27h 05m

$518

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 8/4

10:30 pm-12:20 am

1 stop17h 50m

Tallinn

Mon 8/18

2:30 pm-11:00 am

1 stop28h 30m

$519

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 7/30

4:50 pm-7:55 pm

1 stop19h 05m

Tallinn

Wed 8/6

2:05 pm-10:03 pm

2 stops15h 58m

$941

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Thu 7/17

5:10 pm-1:40 am

2 stops24h 30m

Tallinn

Sun 7/20

5:45 am-12:05 pm

1 stop14h 20m

$1,002

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 7/1

10:15 pm-7:30 am

1 stop25h 15m

Tallinn

Wed 8/6

11:25 pm-9:15 pm

1 stop29h 50m

$1,048

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sun 6/29

8:30 pm-9:05 am

2 stops28h 35m

Tallinn

Thu 8/7

10:00 am-11:59 pm

2 stops21h 59m

$1,078

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 15 results
1
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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 $986). 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 June 16, 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 June 16, 2025.
Get a feel of what it's like to fly with KLM, LOT and Finnair from Chicago to Tallinn by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.8
Good
1,361 reviews

Overall

7.8

Crew

8.4

Boarding

7.8

Comfort

7.7

Entertainment

7.1

Food

7.2

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
KLM
7.8
Good
1,361 reviews
KLM
7.8
Good
1,361 reviews

Overall

7.8

Crew

8.4

Boarding

7.8

Comfort

7.7

Entertainment

7.1

Food

7.2

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
LOT
7.6
Good
1,080 reviews
KLM
7.8
Good
1,361 reviews

Overall

7.8

Crew

8.4

Boarding

7.8

Comfort

7.7

Entertainment

7.1

Food

7.2

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
Finnair
7.6
Good
1,291 reviews
KLM
7.8
Good
1,361 reviews

Overall

7.8

Crew

8.4

Boarding

7.8

Comfort

7.7

Entertainment

7.1

Food

7.2

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
SWISS
7.5
Good
1,628 reviews
KLM
7.8
Good
1,361 reviews

Overall

7.8

Crew

8.4

Boarding

7.8

Comfort

7.7

Entertainment

7.1

Food

7.2

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
United Airlines
7.4
Good
8,801 reviews
KLM
7.8
Good
1,361 reviews

Overall

7.8

Crew

8.4

Boarding

7.8

Comfort

7.7

Entertainment

7.1

Food

7.2

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

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.

  • 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 $379. Additional round-trip tickets that might be worth considering are offered by SWISS and Air Canada, with the lowest prices starting at $492 and $493, respectively. Scandinavian Airlines is priced at 46% 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 Turkish Airlines. According to our data, you can fly for as low as $418. Users have also found prices from $420 and $521 on United Airlines and Scandinavian Airlines, 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 $986). 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 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$460FlexibilityNo cancel feeOn-time77%
FinnairCheapest$513Average$781FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$528Average$680FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$539Average$744FlexibilityNo cancel feeOn-time76%

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