$473+ 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 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
TLL — CHI
Nov 24 — Dec 11
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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Best
Last-minute
One-way
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 October 25, 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 October 25, 2026.
This Flysmarter deal was found by Cheapflights users on 10/23. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:20 am -
1 stop18h 25m
Mon 12/77:10 pm -
1 stop22h 15m
Deal found 10/23![Scandinavian Airlines logo]()
$506
This Booking.com deal was found by Cheapflights users on 10/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:20 am -
1 stop18h 25m
Sun 11/297:10 pm -
2 stops16h 55m
Deal found 10/21![Scandinavian Airlines logo]()
$521
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Fri 11/206:20 am -
1 stop18h 25m
Sat 11/287:10 pm -
1 stop12h 10m
Deal found 10/22![Scandinavian Airlines logo]()
$530
This Flightnetwork deal was found by Cheapflights users on 10/23. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:20 am -
1 stop18h 25m
Fri 11/277:10 pm -
1 stop22h 15m
Deal found 10/23![Scandinavian Airlines logo]()
$531
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Tue 11/176:20 am -
1 stop18h 25m
Sat 12/57:10 pm -
1 stop12h 10m
Deal found 10/22![Scandinavian Airlines logo]()
$532
This Flightnetwork deal was found by Cheapflights users on 10/23. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:20 am -
1 stop18h 25m
Sun 11/297:10 pm -
1 stop22h 15m
Deal found 10/23![Scandinavian Airlines logo]()
$540
This Finnair deal was found by Cheapflights users on 10/21. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:05 am -
2 stops22h 25m
Thu 12/312:02 pm -
2 stops20h 03m
Deal found 10/21![Finnair logo]()
$542
This Finnair deal was found by Cheapflights users on 10/21. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:55 am -
2 stops18h 35m
Fri 11/271:44 pm -
2 stops16h 26m
Deal found 10/21![Finnair logo]()
$543
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 October 25, 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 October 25, 2026.
This Iberia deal was found by Cheapflights users on 10/24. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3010:55 am -
2 stops21h 04m
Tue 4/2010:37 am -
2 stops21h 08m
Deal found 10/24![Multiple Airlines logo]()
$527
This lastminute.com deal was found by Cheapflights users on 10/22. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/188:35 pm -
2 stops28h 10m
Mon 3/17:10 pm -
2 stops20h 55m
Deal found 10/22![Scandinavian Airlines logo]()
$539
This Finnair deal was found by Cheapflights users on 10/20. 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.
Tue 3/3010:55 am -
2 stops17h 04m
Tue 4/2012:30 pm -
2 stops19h 15m
Deal found 10/20![Finnair logo]()
$541
This Iberia deal was found by Cheapflights users on 10/20. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1111:55 am -
2 stops18h 36m
Mon 3/299:30 pm -
1 stop10h 45m
Deal found 10/20![Iberia logo]()
$597
This Finnair deal was found by Cheapflights users on 10/20. 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 11/138:05 am -
2 stops22h 25m
Thu 12/312:02 pm -
2 stops20h 03m
Deal found 10/20![Finnair logo]()
$542
This Scandinavian Airlines deal was found by Cheapflights users on 10/21. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:35 pm -
2 stops28h 10m
Sun 11/297:10 pm -
2 stops16h 55m
Deal found 10/21![Scandinavian Airlines logo]()
$564
This British Airways deal was found by Cheapflights users on 10/24. 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.
Thu 3/1811:55 am -
2 stops27h 10m
Mon 4/52:52 pm -
2 stops16h 53m
Deal found 10/24![Multiple Airlines logo]()
$590
This Finnair deal was found by Cheapflights users on 10/22. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:55 am -
2 stops18h 35m
Fri 11/271:44 pm -
2 stops16h 26m
Deal found 10/22![Finnair logo]()
$542
This Gotogate deal was found by Cheapflights users on 10/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/303:50 pm -
1 stop32h 20m
Tue 4/207:15 pm -
1 stop31h 30m
Deal found 10/24![Scandinavian Airlines logo]()
$569
This Booking.com deal was found by Cheapflights users on 10/24. 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 3/185:50 am -
2 stops20h 55m
Mon 4/55:00 pm -
2 stops15h 55m
Deal found 10/24![Finnair logo]()
$585
Last-minute flights from Tallinn to ChicagoDiscover last-minute flight deals from Tallinn to Chicago. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from Tallinn to Chicago. Data last updated October 25, 2026 and is based on user searches.
This Finnair deal was found by Cheapflights users on 10/21. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:55 am -
2 stops18h 35m
Fri 11/271:44 pm -
2 stops16h 26m
Deal found 10/21![Finnair logo]()
$543
This Finnair deal was found by Cheapflights users on 10/21. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:05 am -
2 stops19h 55m
Mon 11/164:31 pm -
2 stops15h 34m
Deal found 10/21![Finnair logo]()
$547
This Finnair deal was found by Cheapflights users on 10/21. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:05 am -
2 stops22h 25m
Thu 12/312:02 pm -
2 stops20h 03m
Deal found 10/21![Finnair logo]()
$542
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Tue 11/176:20 am -
1 stop18h 25m
Sat 12/57:10 pm -
1 stop12h 10m
Deal found 10/22![Scandinavian Airlines logo]()
$532
This Booking.com deal was found by Cheapflights users on 10/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:20 am -
1 stop18h 25m
Sun 11/297:10 pm -
2 stops16h 55m
Deal found 10/21![Scandinavian Airlines logo]()
$521
This Flightnetwork deal was found by Cheapflights users on 10/23. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:20 am -
1 stop18h 25m
Fri 11/277:10 pm -
1 stop22h 15m
Deal found 10/23![Scandinavian Airlines logo]()
$531
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Fri 11/206:20 am -
1 stop18h 25m
Sat 11/287:10 pm -
1 stop12h 10m
Deal found 10/22![Scandinavian Airlines logo]()
$530
This Flightnetwork deal was found by Cheapflights users on 10/23. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:20 am -
1 stop18h 25m
Sun 11/297:10 pm -
1 stop22h 15m
Deal found 10/23![Scandinavian Airlines logo]()
$540
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 October 25, 2026.
Search for one-way flight options from Tallinn to Chicago. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Sun 11/2910:50 pm -
3 stops50h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$473
This Finnair deal was found by Cheapflights users on 10/22. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:05 am -
2 stops22h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Finnair logo]()
$537
This Justfly.com deal was found by Cheapflights users on 10/21. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:50 am -
2 stops22h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![British Airways logo]()
$544
This FlightHub deal was found by Cheapflights users on 10/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2812:20 pm -
2 stops57h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![British Airways logo]()
$575
This oojo deal was found by Cheapflights users on 10/22. 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.
Fri 11/278:35 am -
1 stop19h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![LOT logo]()
$618
This KAYAK deal was found by Cheapflights users on 10/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:50 am -
2 stops16h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$640
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $506 (Flysmarter) |
One-way from | $473 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $519 |
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 October 25, 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
Sun 11/29
10:50 pm-5:20 pm
3 stops50h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$473
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Tue 3/30
10:55 am-11:59 pm
2 stops21h 04m
Chicago O'Hare Intl
Tue 4/20
10:37 am-3:45 pm
2 stops21h 08m
$527
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Fri 11/27
8:05 am-10:37 pm
2 stops22h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$537
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Thu 2/18
8:35 pm-4:45 pm
2 stops28h 10m
Chicago O'Hare Intl
Mon 3/1
7:10 pm-12:05 am
2 stops20h 55m
$539
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Tue 3/30
10:55 am-7:59 pm
2 stops17h 04m
Chicago O'Hare Intl
Tue 4/20
12:30 pm-3:45 pm
2 stops19h 15m
$541
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Fri 11/13
8:05 am-10:30 pm
2 stops22h 25m
Chicago O'Hare Intl
Thu 12/3
12:02 pm-4:05 pm
2 stops20h 03m
$542
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Fri 11/6
11:55 am-10:30 pm
2 stops18h 35m
Chicago O'Hare Intl
Fri 11/27
1:44 pm-2:10 pm
2 stops16h 26m
$542
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Fri 11/27
5:50 am-8:03 pm
2 stops22h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$544
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Sun 11/29
4:30 pm-9:00 pm
2 stops36h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$545
TallinnChicago
TLL Tallinn - ORD Chicago O'Hare Intl
TLLORD
Tallinn
Wed 11/18
8:35 pm-4:45 pm
2 stops28h 10m
Chicago O'Hare Intl
Sun 11/29
7:10 pm-8:05 pm
2 stops16h 55m
$564
Showing 1-10 of 19 resultsSorted by cheapest first
- 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.
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 $487). 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 $569 and $690 in December.The cheapest round-trip price found within the last 5 days was $506 on Scandinavian Airlines (Dec 3-Dec 7).
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 44 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Tallinn to Chicago
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Tallinn to Chicago by cabin class
Find flights from Tallinn to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Tallinn and Chicago flights
Browse other Tallinn and Chicago flight options. Last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Tallinn to Chicago
Discover the top 2 airlines 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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$484 | Average$902 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$548 | Average$770 | FlexibilityNo cancel fee | On-time76% |