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Tallinn

$365+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$365
(oojo)

Popular in

July

Cheapest in

March

Average price

$1,038
From Chicago (CHI) to Tallinn
Search Deals
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 July 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 July 2, 2025.

This oojo deal was found by Cheapflights users on 7/1. 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 11/57:20 pmORD - TLL
2 stops20h 20mScandinavian Airlines
Tue 11/118:00 pmTLL - ORD
2 stops28h 45mScandinavian Airlines
Deal found 7/1$365
This United Airlines deal was found by Cheapflights users on 7/2. 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 8/410:50 amORD - TLL
2 stops19h 00mUnited Airlines
Mon 8/182:30 pmTLL - ORD
1 stop32h 25mUnited Airlines
Deal found 7/2$525
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Wed 8/137:25 pmORD - TLL
2 stops20h 45mMultiple Airlines
Wed 8/202:30 pmTLL - ORD
2 stops14h 45mMultiple Airlines
Deal found 7/1$535
This FlightHub deal was found by Cheapflights users on 7/1. 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.
Wed 9/310:30 pmORD - TLL
1 stop17h 50mLufthansa
Wed 9/106:50 pmTLL - ORD
1 stop26h 05mLufthansa
Deal found 7/1$550

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 July 2, 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

Wed 11/5

7:20 pm-11:40 pm

2 stops20h 20m

Tallinn

Tue 11/11

8:00 pm-4:45 pm

2 stops28h 45m

$365

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 8/4

10:50 am-1:50 pm

2 stops19h 00m

Tallinn

Mon 8/18

2:30 pm-2:55 pm

1 stop32h 25m

$525

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 8/13

7:25 pm-12:10 am

2 stops20h 45m

Tallinn

Wed 8/20

2:30 pm-9:15 pm

2 stops14h 45m

$535

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 9/3

10:30 pm-12:20 am

1 stop17h 50m

Tallinn

Wed 9/10

6:50 pm-12:55 pm

1 stop26h 05m

$550

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Thu 8/14

7:15 pm-3:10 pm

1 stop11h 55m

$368

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sat 11/15

11:50 am-6:00 pm

1 stop22h 10m

$461

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sat 11/15

8:12 pm-12:50 pm

3 stops32h 38m

$469

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Thu 8/14

7:10 am-12:15 am

3 stops33h 05m

$496

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 $975). 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 July 2, 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 July 2, 2025.
Read through reviews of airlines operating flights from Chicago to Tallinn, such as United Airlines, Turkish Airlines, and Scandinavian Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,861 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,861 reviews
United Airlines
7.4
Good
8,861 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Turkish Airlines
7.3
Good
3,891 reviews
United Airlines
7.4
Good
8,861 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Scandinavian Airlines
7.3
Good
1,414 reviews
United Airlines
7.4
Good
8,861 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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 is the cheapest airline to fly from Chicago to Tallinn round-trip?

    Flying on Scandinavian Airlines is currently your cheapest option to Tallinn, with prices starting at $365. Scandinavian Airlines is priced at 48% 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 Scandinavian Airlines. According to our data, you can fly for as low as $368. Users have also found prices from $496 and $1,886 on United Airlines and Turkish 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 $975). 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

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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.
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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$460FlexibilityNo cancel feeOn-time77%
FinnairCheapest$513Average$745FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$528Average$680FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$539Average$643FlexibilityNo cancel feeOn-time76%

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