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$438+ Cheap flights from Chicago (CHI) to Estonia

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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
1 adult, Economy
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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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$438
(oojo)

Popular in

July

Cheapest in

March

Average price

$593
Provider with most accurate pricing for Chicago (CHI)-Tallinn Ulemiste flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Tallinn Ulemiste flights.
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From Chicago (CHI) to Estonia
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($274 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($40 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 23, 2025.

This oojo deal was found by Cheapflights users on 2/22. 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.
Tue 4/227:15 pmORD - TLL
1 stop11h 55mScandinavian Airlines
Mon 4/284:35 pmTLL - ORD
2 stops31h 35mScandinavian Airlines
Deal found 2/22$438
This Booking.com deal was found by Cheapflights users on 2/21. 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.
Tue 4/89:30 pmORD - TLL
1 stop10h 40mFinnair
Tue 4/1510:00 amTLL - ORD
1 stop15h 50mFinnair
Deal found 2/21$494
This Booking.com deal was found by Cheapflights users on 2/23. 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.
Tue 4/89:30 pmORD - TLL
1 stop16h 25mBritish Airways
Tue 4/1510:00 amTLL - ORD
1 stop15h 50mBritish Airways
Deal found 2/23$511
This American Airlines deal was found by Cheapflights users on 2/23. 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 4/229:30 pmORD - TLL
1 stop10h 40mMultiple Airlines
Mon 4/2810:20 pmTLL - ORD
1 stop27h 30mMultiple Airlines
Deal found 2/23$529
This oojo deal was found by Cheapflights users on 2/23. 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.
Wed 3/2611:35 pmORD - TLL
1 stop17h 20mLufthansa
Wed 4/22:45 pmTLL - ORD
1 stop13h 10mLufthansa
Deal found 2/23$533
This oojo deal was found by Cheapflights users on 2/22. 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.
Wed 3/2610:55 pmORD - TLL
1 stop19h 50mLOT
Wed 4/26:25 pmTLL - ORD
1 stop33h 15mLOT
Deal found 2/22$537
This United deal was found by Cheapflights users on 2/22. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/33:05 pmORD - TLL
1 stop14h 50mUnited Airlines
Wed 9/106:00 amTLL - ORD
2 stops16h 50mUnited Airlines
Deal found 2/22$601
This SWISS deal was found by Cheapflights users on 2/22. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/96:35 pmORD - TLL
1 stop22h 55mSWISS
Thu 4/176:00 amTLL - ORD
1 stop17h 55mSWISS
Deal found 2/22$605
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Wed 4/912:09 pmORD - TAY
2 stops18h 31mMultiple Airlines
Wed 4/166:00 amTAY - ORD
1 stop19h 50mMultiple Airlines
Deal found 2/23$620
This Air Canada deal was found by Cheapflights users on 2/22. 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.
Mon 3/39:12 pmORD - TLL
2 stops34h 53mAir Canada
Mon 3/317:20 amTLL - ORD
2 stops35h 27mAir Canada
Deal found 2/22$678
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/234:14 pmORD - TLL
2 stops14h 56mAmerican Airlines
Fri 5/306:55 amTLL - ORD
1 stop18h 55mAmerican Airlines
Deal found 2/22$702
This KLM deal was found by Cheapflights users on 2/22. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/82:10 pmORD - TLL
2 stops15h 05mKLM
Mon 4/142:05 pmTLL - ORD
1 stop32h 35mKLM
Deal found 2/22$807

Find flights from Chicago to Estonia within your budget

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 February 23, 2025.

Fly from

Chicago

Fly to

Estonia

Route

Depart

Return

Price

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 4/22

7:15 pm-3:10 pm

1 stop11h 55m

Tallinn Ulemiste

Mon 4/28

4:35 pm-4:10 pm

2 stops31h 35m

$438

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 4/8

9:30 pm-4:10 pm

1 stop10h 40m

Tallinn Ulemiste

Tue 4/15

10:00 am-5:50 pm

1 stop15h 50m

$494

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 4/8

9:30 pm-9:55 pm

1 stop16h 25m

Tallinn Ulemiste

Tue 4/15

10:00 am-5:50 pm

1 stop15h 50m

$511

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 4/22

9:30 pm-4:10 pm

1 stop10h 40m

Tallinn Ulemiste

Mon 4/28

10:20 pm-5:50 pm

1 stop27h 30m

$529

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 3/26

11:35 pm-11:55 pm

1 stop17h 20m

Tallinn Ulemiste

Wed 4/2

2:45 pm-7:55 pm

1 stop13h 10m

$533

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 3/26

10:55 pm-1:45 am

1 stop19h 50m

Tallinn Ulemiste

Wed 4/2

6:25 pm-7:40 pm

1 stop33h 15m

$537

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 4/9

6:35 pm-1:30 am

1 stop22h 55m

Tallinn Ulemiste

Tue 4/15

6:00 am-12:10 pm

1 stop14h 10m

$605

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 4/7

6:15 pm-6:05 pm

1 stop15h 50m

Tallinn Ulemiste

Fri 4/18

6:00 am-10:55 am

1 stop12h 55m

$613

ChicagoTartu

ORD - TAY

ORDTAY

Chicago O'Hare Intl

Wed 4/9

12:09 pm-2:40 pm

2 stops18h 31m

Tartu

Wed 4/16

6:00 am-5:50 pm

1 stop19h 50m

$620

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 4/8

2:10 pm-1:15 pm

2 stops15h 05m

Tallinn Ulemiste

Mon 4/14

2:05 pm-2:40 pm

1 stop32h 35m

$807

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 16 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.

Travel insights for flights from Chicago to Estonia

Get recent, data-driven insights about flights from Chicago to Estonia including ideal travel times, pricing trends, and more.

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Estonia (average of $550). Flying from Chicago to Estonia in June is currently the most expensive (average of $1,100). 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 February 23, 2025.

When flying from Chicago to Estonia, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Estonia by month

Plan your trip to Estonia by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Estonia ranges from 1.3 - 3.3 inches per month. August is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Estonia when rainfall is around 1.3 in.

Temperature in Estonia by month

Plan your trip to Estonia by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Estonia, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of February, when temperatures are typically at their lowest (around 23.0 F).

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 February 23, 2025.
Get a feel of what it's like to fly with KLM, LOT and Finnair from Chicago to Estonia by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.8
Good
1,333 reviews

Overall

7.8

Entertainment

7.2

Food

7.3

Boarding

7.8

Comfort

7.7

Crew

8.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YWG - YYZ

I could not select a seat prior to check in as systems not integrated. Different PNRs should be on reservation which would make process easier.

KLM
7.8
Good
1,333 reviews
KLM
7.8
Good
1,333 reviews

Overall

7.8

Entertainment

7.2

Food

7.3

Boarding

7.8

Comfort

7.7

Crew

8.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YWG - YYZ

I could not select a seat prior to check in as systems not integrated. Different PNRs should be on reservation which would make process easier.

LOT
7.6
Good
1,081 reviews
KLM
7.8
Good
1,333 reviews

Overall

7.8

Entertainment

7.2

Food

7.3

Boarding

7.8

Comfort

7.7

Crew

8.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YWG - YYZ

I could not select a seat prior to check in as systems not integrated. Different PNRs should be on reservation which would make process easier.

Finnair
7.6
Good
1,271 reviews
KLM
7.8
Good
1,333 reviews

Overall

7.8

Entertainment

7.2

Food

7.3

Boarding

7.8

Comfort

7.7

Crew

8.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YWG - YYZ

I could not select a seat prior to check in as systems not integrated. Different PNRs should be on reservation which would make process easier.

SWISS
7.5
Good
1,568 reviews
KLM
7.8
Good
1,333 reviews

Overall

7.8

Entertainment

7.2

Food

7.3

Boarding

7.8

Comfort

7.7

Crew

8.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YWG - YYZ

I could not select a seat prior to check in as systems not integrated. Different PNRs should be on reservation which would make process easier.

United Airlines
7.4
Good
8,746 reviews
KLM
7.8
Good
1,333 reviews

Overall

7.8

Entertainment

7.2

Food

7.3

Boarding

7.8

Comfort

7.7

Crew

8.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YWG - YYZ

I could not select a seat prior to check in as systems not integrated. Different PNRs should be on reservation which would make process easier.

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.

  • What are the cheapest airlines to fly from Chicago to Estonia one-way?

    The cheapest airlines for a one-way flight from Chicago to Estonia are Lufthansa ($501), Finnair ($617), and American Airlines ($690).

  • 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, November is the cheapest month in which you can book a flight from Chicago to Estonia (average of $550). Flying from Chicago to Estonia in June is currently the most expensive (average of $1,100). 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

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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 5 airlines flying from Chicago to Estonia

Discover the top 5 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$460FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$529Average$744FlexibilityNo cancel feeOn-time69%
FinnairCheapest$532Average$782FlexibilityNo cancel feeOn-time76%
LufthansaCheapest$558Average$822FlexibilityNo cancel feeOn-time76%
LOTCheapest$722Average$1,111FlexibilityNo cancel feeOn-time81%
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