$380+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Oct 27 — Nov 31
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
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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 September 27, 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 September 27, 2026.
This British Airways deal was found by Cheapflights users on 9/22. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:30 pm -
1 stop19h 20m
Tue 10/275:50 am -
1 stop19h 55m
Deal found 9/22![British Airways logo]()
$583
This Finnair deal was found by Cheapflights users on 9/22. 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.
Mon 11/28:30 pm -
2 stops19h 55m
Mon 11/99:10 pm -
2 stops26h 20m
Deal found 9/22![Finnair logo]()
$600
This Booking.com deal was found by Cheapflights users on 9/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:10 pm -
2 stops20h 55m
Sat 11/148:30 am -
2 stops16h 15m
Deal found 9/23![Multiple Airlines logo]()
$610
This Gotogate deal was found by Cheapflights users on 9/24. 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.
Sun 11/17:10 pm -
1 stop12h 10m
Mon 11/166:20 am -
1 stop18h 25m
Deal found 9/24![Scandinavian Airlines logo]()
$637
This FlightHub deal was found by Cheapflights users on 9/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:30 pm -
1 stop17h 20m
Wed 11/1811:55 am -
2 stops18h 35m
Deal found 9/23![British Airways logo]()
$642
This oojo deal was found by Cheapflights users on 9/25. 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.
Tue 11/39:50 pm -
1 stop11h 55m
Tue 2/92:05 pm -
1 stop13h 50m
Deal found 9/25![LOT logo]()
$653
This American Airlines deal was found by Cheapflights users on 9/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:31 pm -
2 stops18h 14m
Mon 11/210:05 am -
2 stops19h 07m
Deal found 9/23![Multiple Airlines logo]()
$662
This oojo deal was found by Cheapflights users on 9/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:05 pm -
1 stop17h 10m
Mon 11/25:55 pm -
1 stop27h 15m
Deal found 9/23![Lufthansa logo]()
$665
This Mytrip deal was found by Cheapflights users on 9/22. 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.
Mon 10/126:15 am -
3 stops27h 00m
Tue 10/277:25 am -
3 stops34h 57m
Deal found 9/22![Multiple Airlines logo]()
$1,019
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:29 am -
2 stops19h 51m
Sat 11/147:25 am -
2 stops18h 39m
Deal found 9/23![Delta logo]()
$1,138
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:19 pm -
2 stops19h 46m
Mon 11/97:25 am -
2 stops18h 39m
Deal found 9/26![Delta logo]()
$1,144
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:27 pm -
2 stops15h 48m
Wed 11/187:25 am -
2 stops16h 53m
Deal found 9/25![Delta logo]()
$1,301
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 September 27, 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 September 27, 2026.
This British Airways deal was found by Cheapflights users on 9/22. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:30 pm -
1 stop19h 20m
Tue 10/275:50 am -
1 stop19h 55m
Deal found 9/22![British Airways logo]()
$583
This Finnair deal was found by Cheapflights users on 9/22. 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.
Mon 11/28:30 pm -
2 stops19h 55m
Mon 11/99:10 pm -
2 stops26h 20m
Deal found 9/22![Finnair logo]()
$600
This oojo deal was found by Cheapflights users on 9/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:05 pm -
1 stop17h 10m
Mon 11/25:55 pm -
1 stop27h 15m
Deal found 9/23![Lufthansa logo]()
$665
This Air Canada deal was found by Cheapflights users on 9/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:15 pm -
2 stops26h 25m
Wed 11/187:10 am -
2 stops20h 42m
Deal found 9/23![Air Canada logo]()
$670
This Gotogate deal was found by Cheapflights users on 9/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:20 pm -
1 stop16h 50m
Mon 11/97:10 am -
2 stops20h 42m
Deal found 9/22![Multiple Airlines logo]()
$670
This oojo deal was found by Cheapflights users on 9/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1910:50 pm -
1 stop31h 35m
Sat 3/278:35 am -
1 stop19h 00m
Deal found 9/24![LOT logo]()
$689
This Gotogate deal was found by Cheapflights users on 9/24. 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.
Sun 11/87:10 pm -
1 stop31h 20m
Sun 11/156:20 am -
1 stop18h 25m
Deal found 9/24![Scandinavian Airlines logo]()
$699
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:29 am -
2 stops19h 51m
Sat 11/147:25 am -
2 stops18h 39m
Deal found 9/23![Delta logo]()
$1,138
This KLM deal was found by Cheapflights users on 9/24. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/101:02 pm -
2 stops16h 18m
Mon 12/217:25 am -
2 stops16h 54m
Deal found 9/24![KLM logo]()
$1,367
This Cheapflightsfares deal was found by Cheapflights users on 9/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:15 pm -
1 stop12h 00m
Mon 11/28:35 pm -
2 stops28h 10m
Deal found 9/25![Scandinavian Airlines logo]()
$706
This Scandinavian Airlines deal was found by Cheapflights users on 9/23. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/177:10 pm -
1 stop31h 20m
Thu 1/216:25 am -
1 stop18h 20m
Deal found 9/23![Scandinavian Airlines logo]()
$707
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:19 pm -
2 stops19h 46m
Mon 11/97:25 am -
2 stops18h 39m
Deal found 9/26![Delta logo]()
$1,144
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:27 pm -
2 stops15h 48m
Wed 11/187:25 am -
2 stops16h 53m
Deal found 9/25![Delta logo]()
$1,301
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:37 am -
2 stops19h 43m
Mon 12/217:25 am -
2 stops22h 57m
Deal found 9/26![Delta logo]()
$1,383
This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/89:29 am -
2 stops19h 51m
Sun 11/157:25 am -
2 stops16h 53m
Deal found 9/24![Delta logo]()
$1,448
This Delta deal was found by Cheapflights users on 9/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:27 pm -
2 stops16h 48m
Tue 10/277:25 am -
2 stops22h 08m
Deal found 9/22![Delta logo]()
$1,551
This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/14:19 pm -
2 stops19h 46m
Mon 11/167:25 am -
2 stops16h 53m
Deal found 9/24![Delta logo]()
$1,642
Last-minute flights from Chicago to TallinnDiscover last-minute flight deals from Chicago to Tallinn. Data last updated September 27, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tallinn. Data last updated September 27, 2026 and is based on user searches.
This British Airways deal was found by Cheapflights users on 9/22. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:30 pm -
1 stop19h 20m
Tue 10/275:50 am -
1 stop19h 55m
Deal found 9/22![British Airways logo]()
$583
This Mytrip deal was found by Cheapflights users on 9/22. 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.
Mon 10/126:15 am -
3 stops27h 00m
Tue 10/277:25 am -
3 stops34h 57m
Deal found 9/22![Multiple Airlines logo]()
$1,019
This Delta deal was found by Cheapflights users on 9/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:27 pm -
2 stops16h 48m
Tue 10/277:25 am -
2 stops22h 08m
Deal found 9/22![Delta logo]()
$1,551
This FlightHub deal was found by Cheapflights users on 9/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:30 pm -
1 stop17h 20m
Wed 11/1811:55 am -
2 stops18h 35m
Deal found 9/23![British Airways logo]()
$642
This Air Canada deal was found by Cheapflights users on 9/22. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:15 pm -
2 stops26h 25m
Wed 11/187:10 am -
2 stops20h 42m
Deal found 9/22![Air Canada logo]()
$670
This Cheapflightsfares deal was found by Cheapflights users on 9/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:15 pm -
1 stop12h 00m
Wed 11/1811:10 am -
1 stop13h 35m
Deal found 9/25![Scandinavian Airlines logo]()
$671
This oojo deal was found by Cheapflights users on 9/22. 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 10/159:50 pm -
1 stop20h 00m
Wed 11/186:25 pm -
1 stop33h 30m
Deal found 9/22![LOT logo]()
$673
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:27 pm -
2 stops15h 48m
Wed 11/187:25 am -
2 stops16h 53m
Deal found 9/25![Delta logo]()
$1,301
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1812:49 pm -
2 stops16h 26m
Sat 10/247:30 am -
2 stops18h 30m
Deal found 9/26![Delta logo]()
$1,961
This American Airlines deal was found by Cheapflights users on 9/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:31 pm -
2 stops18h 14m
Mon 11/210:05 am -
2 stops19h 07m
Deal found 9/23![Multiple Airlines logo]()
$662
This oojo deal was found by Cheapflights users on 9/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:05 pm -
1 stop17h 10m
Mon 11/25:55 pm -
1 stop27h 15m
Deal found 9/23![Lufthansa logo]()
$665
This FlightHub deal was found by Cheapflights users on 9/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:25 am -
1 stop14h 55m
Mon 11/26:55 pm -
1 stop24h 05m
Deal found 9/25![Turkish Airlines logo]()
$698
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 September 27, 2026.
Search for one-way flight options from Chicago to Tallinn. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Fri 10/910:25 pm -
3 stops28h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$380
This oojo deal was found by Cheapflights users on 9/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:15 pm -
1 stop12h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Scandinavian Airlines logo]()
$517
This Mytrip deal was found by Cheapflights users on 9/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:05 pm -
1 stop22h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![SWISS logo]()
$556
This KAYAK deal was found by Cheapflights users on 9/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/49:50 pm -
1 stop19h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![LOT logo]()
$3,475
This KAYAK deal was found by Cheapflights users on 9/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/41:19 pm -
2 stops39h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![KLM logo]()
$5,123
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 September 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $583 (British Airways) |
One-way from | $380 (Kiwi.com) |
Popular in | June |
Cheapest in | March |
Average price | $520 |
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 September 27, 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
Fri 10/9
10:25 pm-11:35 am
2 stops29h 10m
Tallinn
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$398
Quickest round-trip
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Fri 10/9
7:15 pm-3:15 pm
1 stop12h 00m
Tallinn
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$517
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Mon 10/12
9:30 pm-12:50 am
1 stop19h 20m
Tallinn
Tue 10/27
5:50 am-6:45 pm
1 stop19h 55m
$583
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Mon 11/2
8:30 pm-12:25 am
2 stops19h 55m
Tallinn
Mon 11/9
9:10 pm-3:30 pm
2 stops26h 20m
$600
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Tue 10/20
4:05 pm-5:15 pm
1 stop17h 10m
Tallinn
Mon 11/2
5:55 pm-1:10 pm
1 stop27h 15m
$665
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Thu 10/15
2:15 pm-12:40 am
2 stops26h 25m
Tallinn
Wed 11/18
7:10 am-7:52 pm
2 stops20h 42m
$670
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Mon 11/2
4:20 pm-5:10 pm
1 stop16h 50m
Tallinn
Mon 11/9
7:10 am-7:52 pm
2 stops20h 42m
$670
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Fri 3/19
10:50 pm-1:25 pm
1 stop31h 35m
Tallinn
Sat 3/27
8:35 am-8:35 pm
1 stop19h 00m
$689
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Sun 11/8
7:10 pm-10:30 am
1 stop31h 20m
Tallinn
Sun 11/15
6:20 am-4:45 pm
1 stop18h 25m
$699
ChicagoTallinn
ORD Chicago O'Hare Intl - TLL Tallinn
ORDTLL
Chicago O'Hare Intl
Tue 10/20
7:15 pm-3:15 pm
1 stop12h 00m
Tallinn
Mon 11/2
8:35 pm-4:45 pm
2 stops28h 10m
$706
Showing 1-10 of 21 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 September.
| 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
MDW-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
MDW-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 October is currently the most expensive (average of $1,038). 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.
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 September 27, 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.
Food
6.8
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Crew
8.1
Overall
7.4
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Crew
8.1
Overall
7.4
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Crew
8.1
Overall
7.4
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Crew
8.1
Overall
7.4
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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Chicago and Tallinn flights
Browse other Chicago and Tallinn flight options. Last updated on September 27, 2026.
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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 7,457,451 searches. Data last updated September 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$437 | Average$628 | 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$1,001 | FlexibilityNo cancel fee | On-time76% |