$326+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Sep 24 — Oct 11
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Tallinn 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Chicago to Tallinn
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to TallinnExplore 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 August 25, 2026.
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 August 25, 2026.
This lol.travel deal was found by Cheapflights users on 8/24. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:15 pm -
1 stop22h 15m
Mon 10/197:00 am -
2 stops17h 10m
Deal found 8/24![Scandinavian Airlines logo]()
$639
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.
Tue 10/67:15 pm -
2 stops19h 55m
Tue 10/135:45 pm -
2 stops30h 25m
Deal found 8/22![Multiple Airlines logo]()
$642
This Bravofly 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:15 pm -
2 stops20h 35m
Wed 10/146:15 am -
1 stop17h 55m
Deal found 8/23![Scandinavian Airlines logo]()
$647
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:15 pm -
1 stop22h 10m
Mon 12/146:25 am -
1 stop18h 20m
Deal found 8/23![Scandinavian Airlines logo]()
$650
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:15 pm -
1 stop22h 15m
Sat 10/3111:10 am -
1 stop13h 35m
Deal found 8/23![Scandinavian Airlines logo]()
$653
This Flightnetwork deal was found by Cheapflights users on 8/25. 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.
Fri 10/97:15 pm -
2 stops20h 35m
Fri 10/167:00 am -
2 stops17h 10m
Deal found 8/25![Scandinavian Airlines logo]()
$657
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.
Fri 10/23:50 pm -
2 stops59h 10m
Thu 10/1512:50 pm -
1 stop13h 00m
Deal found 8/21![Multiple Airlines logo]()
$661
Best flights from Chicago to TallinnDiscover carefully curated flight deals from Chicago to Tallinn that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
Discover carefully curated flight deals from Chicago to Tallinn that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
This Bravofly 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:15 pm -
2 stops20h 35m
Wed 10/146:15 am -
1 stop17h 55m
Deal found 8/23![Scandinavian Airlines logo]()
$647
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.
Tue 10/67:15 pm -
3 stops21h 20m
Tue 10/135:45 pm -
2 stops30h 25m
Deal found 8/22![Multiple Airlines logo]()
$676
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/247:15 pm -
1 stop22h 10m
Thu 1/2811:10 am -
1 stop13h 35m
Deal found 8/23![Scandinavian Airlines logo]()
$650
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.
Sat 10/107:15 pm -
2 stops13h 00m
Tue 10/138:20 pm -
2 stops27h 50m
Deal found 8/22![Scandinavian Airlines logo]()
$658
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:15 pm -
2 stops13h 00m
Sat 10/316:25 am -
1 stop18h 20m
Deal found 8/23![Scandinavian Airlines logo]()
$658
This Scandinavian Airlines 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:15 pm -
1 stop12h 00m
Mon 10/127:00 am -
2 stops17h 10m
Deal found 8/21![Scandinavian Airlines logo]()
$677
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.
Sun 1/177:15 pm -
1 stop22h 10m
Thu 1/216:25 am -
1 stop18h 20m
Deal found 8/20![Scandinavian Airlines logo]()
$684
Last-minute flights from Chicago to TallinnDiscover last-minute flight deals from Chicago to Tallinn. Data last updated August 25, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tallinn. Data last updated August 25, 2026 and is based on user searches.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:15 pm -
1 stop22h 15m
Wed 9/236:15 am -
1 stop17h 55m
Deal found 8/20![Scandinavian Airlines logo]()
$687
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:15 pm -
1 stop12h 00m
Wed 10/146:15 am -
1 stop17h 55m
Deal found 8/20![Scandinavian Airlines logo]()
$675
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:25 pm -
2 stops28h 20m
Mon 10/1910:55 am -
1 stop14h 55m
Deal found 8/24![Multiple Airlines logo]()
$726
This Trip.com deal was found by Cheapflights users on 8/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:15 pm -
1 stop12h 00m
Wed 9/306:15 am -
1 stop17h 55m
Deal found 8/24![Scandinavian Airlines logo]()
$792
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 9/247:15 pm -
2 stops20h 35m
Mon 9/284:00 pm -
2 stops32h 10m
Deal found 8/22![Scandinavian Airlines logo]()
$716
One-way flights from Chicago to TallinnSearch for one-way flight options from Chicago to Tallinn. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
Search for one-way flight options from Chicago to Tallinn. Find affordable one-way fares based on user searches. Data last updated August 25, 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.
Fri 11/136:30 pm -
2 stops34h 10m
Deal found 8/23![Multiple Airlines logo]()
$326
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.
Sat 12/56:30 pm -
3 stops30h 25m
Deal found 8/22![Multiple Airlines logo]()
$338
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 10/710:25 pm -
3 stops28h 15m
Deal found 8/23![Multiple Airlines logo]()
$351
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/53:45 pm -
2 stops37h 35m
Deal found 8/22![Air Canada logo]()
$354
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:15 pm -
1 stop22h 10m
Deal found 8/22![Scandinavian Airlines logo]()
$366
This oojo deal was found by Cheapflights users on 8/25. 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 11/136:00 am -
2 stops20h 30m
Deal found 8/25![Scandinavian Airlines logo]()
$507
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/72:20 pm -
1 stop27h 15m
Deal found 8/23![SWISS logo]()
$537
This Turkish Airlines 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:10 pm -
1 stop30h 10m
Deal found 8/21![Turkish Airlines logo]()
$539
This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:45 am -
2 stops20h 20m
Deal found 8/21![Air Canada logo]()
$606
Find 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 August 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $639 (lol.travel) |
One-way from | $326 (Kiwi.com) |
Popular in | September |
Cheapest in | March |
Average price | $764 |
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 7,457,451 searches. Data last updated August 25, 2026.
Use the filters below to find and compare flights from Chicago to Tallinn that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Wed 10/7
7:15 pm-11:50 pm
2 stops20h 35m
Tallinn
Wed 10/14
6:15 am-4:10 pm
1 stop17h 55m
$647
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sun 1/24
7:15 pm-1:25 am
1 stop22h 10m
Tallinn
Thu 1/28
11:10 am-4:45 pm
1 stop13h 35m
$650
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sat 10/10
7:15 pm-4:15 pm
2 stops13h 00m
Tallinn
Tue 10/13
8:20 pm-4:10 pm
2 stops27h 50m
$658
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sat 10/17
7:15 pm-4:15 pm
2 stops13h 00m
Tallinn
Sat 10/31
6:25 am-5:45 pm
1 stop18h 20m
$658
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Tue 10/6
7:15 pm-12:35 am
3 stops21h 20m
Tallinn
Tue 10/13
5:45 pm-4:10 pm
2 stops30h 25m
$676
Quickest round-trip
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Mon 10/5
7:15 pm-3:15 pm
1 stop12h 00m
Tallinn
Mon 10/12
7:00 am-4:10 pm
2 stops17h 10m
$677
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sun 1/17
7:15 pm-1:25 am
1 stop22h 10m
Tallinn
Thu 1/21
6:25 am-4:45 pm
1 stop18h 20m
$684
Cheapest one-way
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sat 12/5
6:30 pm-8:55 am
3 stops30h 25m
$338
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sat 12/5
3:45 pm-1:20 pm
2 stops37h 35m
$354
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sat 12/5
7:15 pm-1:25 am
1 stop22h 10m
$366
Showing 1-10 of 13 resultsSorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Tallinn flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Tallinn flight deals on Cheapflights vs. FlightHub >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 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 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.
CHI-TLL
ORD-TLL
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
CHI-TLL
ORD-TLL
What is the cheapest month to book a flight from Chicago to Tallinn?
Currently, April is the cheapest month in which you can book a flight from Chicago to Tallinn (average of $489). Flying from Chicago to Tallinn in June is currently the most expensive (average of $1,021). 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 Chicago to Tallinn?
Airfare is below average for this route at the moment.
Chicago to Tallinn flights typically cost between $870 and $980 in October.The cheapest round-trip price found within the last 5 days was $639 on Scandinavian Airlines (Oct 5-Oct 19).
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 August 25, 2026.
Read through reviews of airlines operating flights from Chicago to Tallinn, such as Scandinavian Airlines,United Airlines, andLufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Crew
8.0
Entertainment
6.8
Comfort
7.3
Overall
7.4
Food
6.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Boarding
7.7
Crew
8.0
Entertainment
6.8
Comfort
7.3
Overall
7.4
Food
6.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Boarding
7.7
Crew
8.0
Entertainment
6.8
Comfort
7.3
Overall
7.4
Food
6.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Boarding
7.7
Crew
8.0
Entertainment
6.8
Comfort
7.3
Overall
7.4
Food
6.8
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
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.
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Complete your trip
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Chicago and Tallinn flights
Browse other Chicago and Tallinn flight options. Last updated on August 25, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Tallinn
Explore flights to Tallinn departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 25, 2026.
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 7,457,451 searches. Data last updated August 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$437 | Average$611 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$486 | Average$737 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$486 | Average$858 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$785 | Average$997 | FlexibilityNo cancel fee | On-time76% |