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Estonia

$252+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
ene. 3 — ene. 101
sáb. 1/3
sáb. 1/10
1 adult, Economy
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Cheap 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 diciembre 4, 2025.

This KAYAK deal was found by Cheapflights users on 12/2. 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.
lun. 12/156:35 pmORD - TLL
2 stops21h 20mLufthansa
mar. 12/236:15 amTLL - ORD
2 stops39h 55mLufthansa
Deal found 12/2$592
This KAYAK deal was found by Cheapflights users on 12/2. 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.
lun. 12/156:35 pmORD - TLL
2 stops21h 20mLufthansa
lun. 12/226:05 pmTLL - ORD
2 stops27h 25mLufthansa
Deal found 12/2$599
This United Airlines deal was found by Cheapflights users on 12/2. 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.
vie. 12/126:45 pmORD - TLL
2 stops20h 55mUnited Airlines
mar. 12/236:15 amTLL - ORD
2 stops23h 24mUnited Airlines
Deal found 12/2$619
This KAYAK deal was found by Cheapflights users on 12/2. 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.
vie. 12/126:45 pmORD - TLL
2 stops20h 55mLufthansa
lun. 12/226:05 pmTLL - ORD
2 stops27h 25mLufthansa
Deal found 12/2$656
This KAYAK deal was found by Cheapflights users on 12/2. 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.
mié. 12/107:20 pmORD - TLL
1 stop22h 05mScandinavian Airlines
mar. 12/233:40 pmTLL - ORD
2 stops57h 05mScandinavian Airlines
Deal found 12/2$661
This KAYAK deal was found by Cheapflights users on 12/2. 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.
vie. 12/126:45 pmORD - TLL
2 stops20h 55mLufthansa
mié. 12/171:55 pmTLL - ORD
2 stops29h 05mLufthansa
Deal found 12/2$664
This KAYAK deal was found by Cheapflights users on 12/2. 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.
vie. 12/126:45 pmORD - TLL
2 stops20h 55mLufthansa
jue. 12/185:55 pmTLL - ORD
2 stops28h 15mLufthansa
Deal found 12/2$683
This United Airlines deal was found by Cheapflights users on 12/2. 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.
sáb. 12/137:25 amORD - TLL
2 stops25h 45mUnited Airlines
sáb. 12/205:55 pmTLL - ORD
2 stops34h 07mUnited Airlines
Deal found 12/2$684
This United Airlines deal was found by Cheapflights users on 12/2. 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.
sáb. 12/138:00 amORD - TLL
2 stops25h 10mUnited Airlines
mar. 12/236:15 amTLL - ORD
2 stops25h 29mUnited Airlines
Deal found 12/2$688
This KAYAK deal was found by Cheapflights users on 12/2. 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.
jue. 12/116:10 pmORD - TLL
2 stops46h 40mSWISS
mar. 12/236:05 amTLL - ORD
2 stops40h 05mSWISS
Deal found 12/2$705
This KAYAK deal was found by Cheapflights users on 12/2. 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.
jue. 12/116:10 pmORD - TLL
2 stops46h 40mSWISS
lun. 12/226:05 amTLL - ORD
2 stops39h 40mSWISS
Deal found 12/2$715

Find flight deals from Chicago to Estonia

Keep the following information in mind while searching for Chicago to Estonia flight deals. Data was last updated diciembre 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$392
(FlightHub)

One-way from

$252
(Kiwi.com)

Popular in

September

Cheapest in

March

Average price

$874
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 ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 diciembre 4, 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

vie. 2/6

6:59 pm-10:20 am

2 stops31h 21m

Tallinn

dom. 2/8

4:10 pm-4:45 pm

2 stops32h 35m

$394

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

vie. 2/6

6:59 pm-10:20 am

2 stops31h 21m

Tallinn

sáb. 2/14

4:20 pm-4:55 pm

2 stops32h 35m

$402

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

mar. 2/24

7:05 am-3:10 pm

2 stops24h 05m

Tallinn

sáb. 2/28

4:10 pm-4:45 pm

2 stops56h 35m

$415

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

dom. 2/15

7:10 pm-7:30 pm

2 stops16h 20m

Tallinn

dom. 2/22

4:10 pm-4:45 pm

2 stops32h 35m

$439

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

dom. 2/22

7:10 pm-10:30 am

2 stops31h 20m

Tallinn

sáb. 2/28

4:10 pm-4:45 pm

2 stops32h 35m

$439

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

dom. 3/15

8:20 pm-7:30 pm

2 stops16h 10m

Tallinn

jue. 3/19

7:00 am-5:45 pm

2 stops17h 45m

$441

ChicagoTartu

ORD - TAY

ORDTAY

Chicago O'Hare Intl

sáb. 1/17

6:25 pm-1:00 am

2 stops22h 35m

Tartu

sáb. 1/24

6:00 am-8:39 pm

2 stops22h 39m

$679

ChicagoTartu

ORD - TAY

ORDTAY

Chicago O'Hare Intl

lun. 3/2

8:20 pm-2:15 pm

2 stops33h 55m

Tartu

vie. 3/6

2:40 pm-6:25 pm

2 stops59h 45m

$1,033

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

lun. 2/23

6:40 am-9:45 am

3 stops43h 05m

$262

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

mar. 2/24

10:11 am-10:20 am

2 stops16h 09m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 18 results
1
2

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 $813). 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 diciembre 4, 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 diciembre 4, 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
1,334 reviews

Crew

8.1

Overall

7.6

Comfort

7.4

Food

6.7

Entertainment

6.9

Boarding

7.6

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
1,334 reviews
Finnair
7.6
Good
1,334 reviews

Crew

8.1

Overall

7.6

Comfort

7.4

Food

6.7

Entertainment

6.9

Boarding

7.6

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
1,591 reviews
Finnair
7.6
Good
1,334 reviews

Crew

8.1

Overall

7.6

Comfort

7.4

Food

6.7

Entertainment

6.9

Boarding

7.6

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
9,066 reviews
Finnair
7.6
Good
1,334 reviews

Crew

8.1

Overall

7.6

Comfort

7.4

Food

6.7

Entertainment

6.9

Boarding

7.6

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
7,612 reviews
Finnair
7.6
Good
1,334 reviews

Crew

8.1

Overall

7.6

Comfort

7.4

Food

6.7

Entertainment

6.9

Boarding

7.6

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 31h 21m. Your travel time can differ by up to 2h 34m. 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 $813). 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

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Alternative routes for Chicago to Estonia

See prices for flight routes from nearby airports that may be better suited for you.
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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 diciembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$433Average$559FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$534Average$680FlexibilityNo cancel feeOn-time69%
LufthansaCheapest$535Average$718FlexibilityNo cancel feeOn-time76%
FinnairCheapest$606Average$912FlexibilityNo cancel feeOn-time76%

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