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Estonia

$509+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$594
(Mytrip)

One-way from

$594
(SWISS)

Popular in

July

Cheapest in

March

Average price

$581
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
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One-way flight from Chicago (CHI) to Estonia
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Highest demand for flights based on searches. 25% potential increase in price ($248 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 April 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 April 24, 2025.

This SmartFares deal was found by Cheapflights users on 4/22. 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.
Mon 10/67:15 pmORD - TLL
1 stop11h 55mScandinavian Airlines
Fri 10/178:00 pmTLL - ORD
2 stops28h 10mScandinavian Airlines
Deal found 4/22$509
This United Airlines deal was found by Cheapflights users on 4/22. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/118:40 amORD - TLL
2 stops25h 25mUnited Airlines
Fri 9/126:00 amTLL - ORD
2 stops22h 11mUnited Airlines
Deal found 4/22$573
This SWISS deal was found by Cheapflights users on 4/22. 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.
Mon 8/117:05 pmORD - TLL
1 stop22h 25mSWISS
Fri 9/126:00 amTLL - ORD
1 stop14h 10mSWISS
Deal found 4/22$575
This Lufthansa deal was found by Cheapflights users on 4/22. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/37:05 pmORD - TLL
1 stop22h 25mMultiple Airlines
Wed 9/102:45 pmTLL - ORD
1 stop13h 10mMultiple Airlines
Deal found 4/22$581
This FlightHub deal was found by Cheapflights users on 4/23. 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.
Wed 9/34:00 pmORD - TLL
1 stop13h 55mLufthansa
Wed 9/102:45 pmTLL - ORD
1 stop13h 10mLufthansa
Deal found 4/23$587
This KLM deal was found by Cheapflights users on 4/22. 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.
Wed 5/284:20 pmORD - TLL
1 stop19h 35mKLM
Thu 6/52:05 pmTLL - ORD
1 stop32h 05mKLM
Deal found 4/22$664
This Finnair deal was found by Cheapflights users on 4/22. 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.
Wed 5/288:30 pmORD - TLL
2 stops15h 05mFinnair
Thu 6/56:00 amTLL - ORD
2 stops16h 45mFinnair
Deal found 4/22$665
This CheapOair deal was found by Cheapflights users on 4/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/229:30 pmORD - TLL
1 stop16h 25mBritish Airways
Mon 4/2811:35 amTLL - ORD
2 stops34h 15mBritish Airways
Deal found 4/22$770
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Sat 6/215:45 pmORD - TLL
2 stops14h 20mAmerican Airlines
Tue 7/86:55 amTLL - ORD
2 stops19h 20mAmerican Airlines
Deal found 4/22$845
This Trip.com deal was found by Cheapflights users on 4/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/119:40 pmORD - TLL
1 stop12h 05mLOT
Tue 7/152:20 pmTLL - ORD
1 stop13h 20mLOT
Deal found 4/22$901
This Gotogate deal was found by Cheapflights users on 4/22. 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.
Fri 6/274:20 pmORD - TLL
2 stops17h 45mAustrian Airlines
Sun 7/62:25 pmTLL - ORD
2 stops30h 55mAustrian Airlines
Deal found 4/22$962
This oojo deal was found by Cheapflights users on 4/23. 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 5/611:25 amORD - TLL
1 stop16h 15mTurkish Airlines
Fri 5/912:35 pmTLL - ORD
1 stop29h 05mTurkish Airlines
Deal found 4/23$1,013

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 April 24, 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

Mon 10/6

7:15 pm-3:10 pm

1 stop11h 55m

Tallinn Ulemiste

Fri 10/17

8:00 pm-4:10 pm

2 stops28h 10m

$509

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 8/11

8:40 am-6:05 pm

2 stops25h 25m

Tallinn Ulemiste

Fri 9/12

6:00 am-8:11 pm

2 stops22h 11m

$573

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Mon 8/11

7:05 pm-1:30 am

1 stop22h 25m

Tallinn Ulemiste

Fri 9/12

6:00 am-12:10 pm

1 stop14h 10m

$575

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 9/3

7:05 pm-1:30 am

1 stop22h 25m

Tallinn Ulemiste

Wed 9/10

2:45 pm-7:55 pm

1 stop13h 10m

$581

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 9/3

4:00 pm-1:55 pm

1 stop13h 55m

Tallinn Ulemiste

Wed 9/10

2:45 pm-7:55 pm

1 stop13h 10m

$587

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 5/28

4:20 pm-7:55 pm

1 stop19h 35m

Tallinn Ulemiste

Thu 6/5

2:05 pm-2:10 pm

1 stop32h 05m

$664

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 5/28

8:30 pm-7:35 pm

2 stops15h 05m

Tallinn Ulemiste

Thu 6/5

6:00 am-2:45 pm

2 stops16h 45m

$665

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sat 6/21

5:45 pm-4:05 pm

2 stops14h 20m

Tallinn Ulemiste

Tue 7/8

6:55 am-6:15 pm

2 stops19h 20m

$845

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Thu 5/22

5:40 pm-9:55 pm

2 stops20h 15m

Tallinn Ulemiste

Mon 5/26

10:00 am-1:50 pm

2 stops35h 50m

$875

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Fri 7/11

9:40 pm-5:45 pm

1 stop12h 05m

Tallinn Ulemiste

Tue 7/15

2:20 pm-7:40 pm

1 stop13h 20m

$901

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 19 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, 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 $1,046). 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 April 24, 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 April 24, 2025.
LOT
7.6
Good
1,066 reviews

Entertainment

7.0

Comfort

7.5

Crew

8.2

Boarding

7.6

Food

7.2

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Tomasz,Jan 2025

JFK - WAW

The food this time was delicious. Pasta meal with mushroom sauce, cobb salad, and real metal utensils.
LOT
7.6
Good
1,066 reviews
LOT
7.6
Good
1,066 reviews

Entertainment

7.0

Comfort

7.5

Crew

8.2

Boarding

7.6

Food

7.2

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Tomasz,Jan 2025

JFK - WAW

The food this time was delicious. Pasta meal with mushroom sauce, cobb salad, and real metal utensils.
Finnair
7.6
Good
1,272 reviews
LOT
7.6
Good
1,066 reviews

Entertainment

7.0

Comfort

7.5

Crew

8.2

Boarding

7.6

Food

7.2

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Tomasz,Jan 2025

JFK - WAW

The food this time was delicious. Pasta meal with mushroom sauce, cobb salad, and real metal utensils.
SWISS
7.5
Good
1,582 reviews
LOT
7.6
Good
1,066 reviews

Entertainment

7.0

Comfort

7.5

Crew

8.2

Boarding

7.6

Food

7.2

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Tomasz,Jan 2025

JFK - WAW

The food this time was delicious. Pasta meal with mushroom sauce, cobb salad, and real metal utensils.
United Airlines
7.4
Good
8,685 reviews
LOT
7.6
Good
1,066 reviews

Entertainment

7.0

Comfort

7.5

Crew

8.2

Boarding

7.6

Food

7.2

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Tomasz,Jan 2025

JFK - WAW

The food this time was delicious. Pasta meal with mushroom sauce, cobb salad, and real metal utensils.
Turkish Airlines
7.3
Good
3,775 reviews
LOT
7.6
Good
1,066 reviews

Entertainment

7.0

Comfort

7.5

Crew

8.2

Boarding

7.6

Food

7.2

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Tomasz,Jan 2025

JFK - WAW

The food this time was delicious. Pasta meal with mushroom sauce, cobb salad, and real metal utensils.

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 SWISS ($594), Scandinavian Airlines ($604), and Air Canada ($656).

  • 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 $1,046). 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$460FlexibilityNo cancel feeOn-time77%
FinnairCheapest$513Average$759FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$529Average$712FlexibilityNo cancel feeOn-time69%
LOTCheapest$539Average$1,104FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$539Average$643FlexibilityNo cancel feeOn-time76%

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