$459+ Cheap flights from Tallinn (TLL) to Chicago (CHI)
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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
TLL — CHI
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Tallinn to Chicago with Cheapflights
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”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Tallinn to Chicago
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Cheapest flights from Tallinn to ChicagoExplore 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 August 23, 2026.
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 August 23, 2026.
This oojo deal was found by Cheapflights users on 8/18. 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.
Sat 10/176:25 am -
2 stops17h 45m
Tue 10/207:15 pm -
1 stop22h 15m
Deal found 8/18![Scandinavian Airlines logo]()
$497
This oojo deal was found by Cheapflights users on 8/20. 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.
Sat 10/106:15 am -
1 stop17h 55m
Thu 10/157:15 pm -
1 stop22h 15m
Deal found 8/20![Scandinavian Airlines logo]()
$498
This oojo deal was found by Cheapflights users on 8/22. 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 10/156:15 am -
1 stop17h 55m
Mon 10/197:15 pm -
1 stop31h 30m
Deal found 8/22![Scandinavian Airlines logo]()
$500
This Scandinavian Airlines deal was found by Cheapflights users on 8/19. 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.
Tue 11/106:25 am -
1 stop18h 20m
Sun 11/157:15 pm -
1 stop12h 05m
Deal found 8/19![Scandinavian Airlines logo]()
$518
This Scandinavian Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 10/316:25 am -
1 stop18h 20m
Tue 11/37:15 pm -
1 stop12h 05m
Deal found 8/20![Scandinavian Airlines logo]()
$531
Best flights from Tallinn to ChicagoDiscover carefully curated flight deals from Tallinn to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Tallinn to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This oojo deal was found by Cheapflights users on 8/18. 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.
Sat 10/176:25 am -
2 stops17h 45m
Tue 10/207:15 pm -
1 stop22h 15m
Deal found 8/18![Scandinavian Airlines logo]()
$497
This Mytrip deal was found by Cheapflights users on 8/22. 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.
Thu 10/152:45 pm -
2 stops35h 30m
Mon 10/197:25 pm -
3 stops29h 05m
Deal found 8/22![Multiple Airlines logo]()
$541
This oojo deal was found by Cheapflights users on 8/22. 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 10/156:15 am -
1 stop17h 55m
Mon 10/197:15 pm -
1 stop31h 30m
Deal found 8/22![Scandinavian Airlines logo]()
$500
This Scandinavian Airlines deal was found by Cheapflights users on 8/19. 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.
Tue 11/106:25 am -
1 stop18h 20m
Sun 11/157:15 pm -
1 stop12h 05m
Deal found 8/19![Scandinavian Airlines logo]()
$518
This Scandinavian Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 10/316:25 am -
1 stop18h 20m
Tue 11/37:15 pm -
1 stop12h 05m
Deal found 8/20![Scandinavian Airlines logo]()
$531
Last-minute flights from Tallinn to ChicagoDiscover last-minute flight deals from Tallinn to Chicago. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Tallinn to Chicago. Data last updated August 23, 2026 and is based on user searches.
This British Airways deal was found by Cheapflights users on 8/20. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am -
2 stops21h 42m
Thu 10/2910:30 pm -
1 stop18h 50m
Deal found 8/20![British Airways logo]()
$595
This Finnair deal was found by Cheapflights users on 8/20. 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.
Wed 9/27:25 am -
2 stops20h 17m
Thu 10/291:46 pm -
2 stops17h 24m
Deal found 8/20![Finnair logo]()
$639
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/26:00 am -
1 stop19h 50m
Thu 10/291:46 pm -
2 stops17h 24m
Deal found 8/20![Multiple Airlines logo]()
$646
This Priceline deal was found by Cheapflights users on 8/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:55 am -
1 stop17h 55m
Tue 6/19:30 pm -
1 stop15h 25m
Deal found 8/20![Finnair logo]()
$582
This FlightHub deal was found by Cheapflights users on 8/20. 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 9/34:40 pm -
1 stop33h 10m
Thu 10/2910:30 pm -
1 stop16h 45m
Deal found 8/20![British Airways logo]()
$624
This Finnair deal was found by Cheapflights users on 8/20. 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.
Fri 9/47:55 am -
1 stop17h 55m
Fri 6/49:15 pm -
2 stops17h 35m
Deal found 8/20![Finnair logo]()
$560
This Orbitz deal was found by Cheapflights users on 8/20. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 am -
1 stop19h 50m
Fri 6/49:30 pm -
1 stop12h 00m
Deal found 8/20![British Airways logo]()
$618
This Scandinavian Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 9/46:15 am -
1 stop17h 55m
Sat 10/318:15 pm -
1 stop31h 15m
Deal found 8/20![Scandinavian Airlines logo]()
$651
This Scandinavian Airlines deal was found by Cheapflights users on 8/18. 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.
Fri 9/256:15 am -
1 stop17h 55m
Mon 9/287:15 pm -
1 stop31h 30m
Deal found 8/18![Scandinavian Airlines logo]()
$630
One-way flights from Tallinn to ChicagoSearch for one-way flight options from Tallinn to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Tallinn to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/68:55 pm -
3 stops52h 25m
Deal found 8/23![Multiple Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:00 pm -
2 stops14h 25m
Deal found 8/19![Multiple Airlines logo]()
$496
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:45 pm -
2 stops35h 30m
Deal found 8/22![Multiple Airlines logo]()
$505
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:45 pm -
2 stops50h 55m
Deal found 8/19![Multiple Airlines logo]()
$512
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:00 pm -
3 stops35h 15m
Deal found 8/21![Multiple Airlines logo]()
$513
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:35 pm -
2 stops35h 50m
Deal found 8/20![Multiple Airlines logo]()
$524
Find 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 August 23, 2026.
Round-trip from | $497 (oojo) |
|---|---|
One-way from | $459 (Kiwi.com) |
Popular in | June |
Cheapest in | April |
Average price | $661 |
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 7,457,451 searches. Data last updated August 23, 2026.
Use the filters below to find and compare flights from Tallinn to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Sat 10/17
6:25 am-4:10 pm
2 stops17h 45m
Chicago O'Hare Intl
Tue 10/20
7:15 pm-1:30 am
1 stop22h 15m
$497
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Thu 10/15
6:15 am-4:10 pm
1 stop17h 55m
Chicago O'Hare Intl
Mon 10/19
7:15 pm-10:45 am
1 stop31h 30m
$500
Quickest round-trip
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Tue 11/10
6:25 am-4:45 pm
1 stop18h 20m
Chicago O'Hare Intl
Sun 11/15
7:15 pm-3:20 pm
1 stop12h 05m
$518
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Sat 10/31
6:25 am-5:45 pm
1 stop18h 20m
Chicago O'Hare Intl
Tue 11/3
7:15 pm-3:20 pm
1 stop12h 05m
$531
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Thu 10/15
2:45 pm-6:15 pm
2 stops35h 30m
Chicago O'Hare Intl
Mon 10/19
7:25 pm-8:30 am
3 stops29h 05m
$541
Cheapest one-way
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Wed 1/6
8:55 pm-5:20 pm
3 stops52h 25m
$459
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Wed 9/2
3:00 pm-9:25 pm
2 stops14h 25m
$496
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Thu 9/3
2:45 pm-6:15 pm
2 stops35h 30m
$505
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Wed 9/30
3:00 pm-6:15 pm
3 stops35h 15m
$513
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Tue 9/1
5:45 pm-6:15 pm
3 stops32h 30m
$514
Showing 1-10 of 13 resultsSorted by cheapest first
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.
TLL-CHI
TLL-ORD
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
TLL-CHI
TLL-ORD
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 $458). Flying from Tallinn to Chicago in June is currently the most expensive (average of $880). 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.
How much does it cost to fly round-trip from Tallinn to Chicago?
Airfare is below average for this route at the moment.
Tallinn to Chicago flights typically cost between $528 and $734 in October.The cheapest round-trip price found within the last 5 days was $497 on Scandinavian Airlines (Oct 17-Oct 20).
How far ahead should I book a flight from Tallinn to Chicago?
To ensure you get the cheapest price possible for a flight from Tallinn to Chicago, you should look to book at least 72 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.
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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