HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Estonia

$307+ Cheap flights from Chicago (CHI) to Estonia

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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Estonia 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.

Find flight deals from Chicago to Estonia

Cheapest flights from Chicago to Estonia
Explore the most affordable flight options available from Chicago to Estonia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.

This lol.travel deal was found by Cheapflights users on 11/13. 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.
Sun 12/77:10 amORD - TLL
2 stops19h 10mScandinavian Airlines
Tue 12/233:40 pmTLL - ORD
2 stops33h 05mScandinavian Airlines
Deal found 11/13$379
This Mytrip deal was found by Cheapflights users on 11/11. 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 12/910:00 amORD - TLL
2 stops26h 05mMultiple Airlines
Tue 12/166:15 amTLL - ORD
1 stop14h 55mMultiple Airlines
Deal found 11/11$463
This United Airlines deal was found by Cheapflights users on 11/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:25 pmORD - TLL
1 stop14h 25mUnited Airlines
Tue 12/166:15 amTLL - ORD
1 stop14h 55mUnited Airlines
Deal found 11/11$486
This Mytrip deal was found by Cheapflights users on 11/12. 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 11/124:20 pmORD - TLL
1 stop16h 50mMultiple Airlines
Wed 11/266:40 amTLL - ORD
2 stops16h 15mMultiple Airlines
Deal found 11/12$511
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 11/1410:35 pmORD - TLL
1 stop17h 05mLufthansa
Thu 11/276:20 amTLL - ORD
1 stop14h 50mLufthansa
Deal found 11/10$519
This Mytrip deal was found by Cheapflights users on 11/11. 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 11/124:20 pmORD - TLL
1 stop16h 50mMultiple Airlines
Wed 11/196:40 amTLL - ORD
2 stops16h 15mMultiple Airlines
Deal found 11/11$521
This Cheapflightsfares deal was found by Cheapflights users on 11/12. 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 11/1210:35 pmORD - TLL
1 stop17h 15mLufthansa
Wed 11/266:00 amTLL - ORD
1 stop15h 10mLufthansa
Deal found 11/12$527

Cheap flight deals from Chicago to Estonia

Keep the following information in mind while searching for Chicago to Estonia flight deals. Data was last updated November 13, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$379
(lol.travel)

One-way from

$307
(Kiwi.com)

Popular in

September

Cheapest in

March

Average price

$591
Provider with most accurate pricing for Chicago (CHI)-Tallinn flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Tallinn flights.
Search Deals
From Chicago (CHI) to Estonia
Search Deals
One-way flight from Chicago (CHI) to Estonia
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Estonia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 13, 2025.
Use the filters below to find and compare flights from Chicago to Estonia that are best for you.

Fly from

Chicago

Fly to

Estonia

Route

Depart

Return

Price

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 2/24

7:05 am-3:10 pm

2 stops24h 05m

Tallinn

Sat 2/28

4:10 pm-4:45 pm

2 stops32h 35m

$390

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Fri 2/6

6:25 pm-3:10 pm

2 stops36h 45m

Tallinn

Sat 2/14

4:20 pm-4:55 pm

2 stops32h 35m

$436

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sat 1/17

7:20 pm-3:10 pm

1 stop11h 50m

Tallinn

Sun 1/25

4:10 pm-4:45 pm

2 stops32h 35m

$440

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 3/4

7:20 pm-10:20 am

1 stop31h 00m

Tallinn

Sun 3/8

11:00 am-5:45 pm

1 stop13h 45m

$468

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 12/9

6:25 pm-4:50 pm

1 stop14h 25m

Tallinn

Tue 12/16

6:15 am-1:10 pm

1 stop14h 55m

$486

ChicagoTartu

ORD - TAY

ORDTAY

Chicago O'Hare Intl

Fri 4/3

7:50 pm-12:40 am

2 stops44h 50m

Tartu

Tue 4/7

5:40 am-6:15 pm

2 stops44h 35m

$966

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Fri 2/27

6:30 pm-6:50 pm

3 stops40h 20m

$307

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Thu 12/4

6:30 pm-7:05 pm

2 stops16h 35m

$381

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 12/22

6:05 pm-12:20 am

3 stops46h 15m

$569

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Thu 12/4

6:25 pm-11:50 pm

1 stop21h 25m

$803

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Best time to book a flight from Chicago to Estonia

Have a flexible travel schedule? Discover the best time to fly to Estonia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Estonia

What is the cheapest month to book a flight from Chicago to Estonia?

Currently, April is the cheapest month in which you can book a flight from Chicago to Estonia (average of $423). Flying from Chicago to Estonia in July is currently the most expensive (average of $805). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to EE?

Find hourly flight availability from Chicago to Estonia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from Chicago to Estonia by exploring options for tickets in the evening.

Reviews of airlines servicing Estonia

Get insights into the airlines that provide service to Estonia. 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 Estonia. Reviews last updated November 13, 2025.
Read through reviews of airlines operating flights from Chicago to Estonia, such as Finnair, Scandinavian Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Finnair
7.6
Good
1,335 reviews

Crew

8.1

Overall

7.6

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
Finnair
7.6
Good
1,335 reviews
Finnair
7.6
Good
1,335 reviews

Crew

8.1

Overall

7.6

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
Scandinavian Airlines
7.4
Good
1,575 reviews
Finnair
7.6
Good
1,335 reviews

Crew

8.1

Overall

7.6

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
United Airlines
7.4
Good
9,017 reviews
Finnair
7.6
Good
1,335 reviews

Crew

8.1

Overall

7.6

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight
Lufthansa
6.8
Okay
7,572 reviews
Finnair
7.6
Good
1,335 reviews

Crew

8.1

Overall

7.6

Entertainment

6.9

Boarding

7.6

Comfort

7.4

Food

6.7

Reviews

1 / 20
4.0
Okay

Julia,Feb 2024

JFK - HEL

The bathroom was broken, AC wasn’t working, tv wasn’t working for half the flight

Related info for your journey

Find useful and relevant information for your journey from Chicago to Estonia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Estonia?

    Scandinavian Airlines and Turkish Airlines can get you from Chicago to Estonia in just under 24h 05m. Your travel time can differ by up to 20h 45m. There are 4456 mi between Chicago and Estonia. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Chicago to Estonia that include hotel bookings?

    Yes. In addition to deals on Chicago to Estonia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Estonia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Estonia.

  • Can I find deals for business class flights from Chicago to Estonia?

    Yes. Cheapflights offers flight deals from Chicago to Estonia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Estonia?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Estonia (average of $423). Flying from Chicago to Estonia in July is currently the most expensive (average of $805). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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.

Alternative routes for Chicago to Estonia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Heathrow flights
O'Hare Intl to Charles de Gaulle flights
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Madrid flights
O'Hare Intl to Istanbul flights
O'Hare Intl to Dublin flights
O'Hare Intl to Orly flights
O'Hare Intl to Gatwick flights
O'Hare Intl to Frankfurt flights
O'Hare Intl to London City flights
O'Hare Intl to Barcelona-El Prat flights
O'Hare Intl to Frederic Chopin flights
O'Hare Intl to Amsterdam flights
O'Hare Intl to Athens flights
O'Hare Intl to Bruxelles-National flights
O'Hare Intl to Zurich flights
Midway to Heathrow flights
O'Hare Intl to Stansted flights
O'Hare Intl to Lisbon flights
Midway to Charles de Gaulle flights
O'Hare Intl to Munich flights
Midway to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Keflavik Intl flights
O'Hare Intl to Krakow flights
O'Hare Intl to Malpensa flights
O'Hare Intl to Luton flights
O'Hare Intl to Copenhagen flights
O'Hare Intl to Sabiha Gokcen flights
O'Hare Intl to Vienna flights
O'Hare Intl to Linate flights
Midway to Madrid flights
O'Hare Intl to Beauvais-Tille flights
Midway to Dublin flights
O'Hare Intl to Luqa flights
Midway to Frederic Chopin flights
Midway to Barcelona-El Prat flights
O'Hare Intl to Edinburgh flights
Midway to Frankfurt flights
St. Louis to Heathrow flights
O'Hare Intl to Naples flights
O'Hare Intl to Vicenza flights
O'Hare Intl to Florence flights
Midway to Athens flights
O'Hare Intl to Oslo Gardermoen flights
O'Hare Intl to Prague flights
O'Hare Intl to Geneva flights
Midway to Keflavik Intl flights
O'Hare Intl to Berlin flights
O'Hare Intl to Katowice flights
Midway to Lisbon flights

Top 4 airlines flying from Chicago to Estonia

Discover the top 4 airlines that operate flights from Chicago to Estonia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$424Average$460FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$486Average$725FlexibilityNo cancel feeOn-time76%
FinnairCheapest$513Average$763FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$554Average$680FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.