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$399+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLL
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$540
(Booking.com)

One-way from

$399
(Priceline)

Popular in

July

Cheapest in

March

Average price

$508
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. 26% potential increase in price ($257 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This oojo deal was found by Cheapflights users on 3/30. 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 10/77:15 pmORD - TLL
1 stop22h 10mScandinavian Airlines
Mon 10/136:20 amTLL - ORD
1 stop17h 50mScandinavian Airlines
Deal found 3/30$414
This Booking.com deal was found by Cheapflights users on 3/29. 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.
Wed 4/99:30 pmORD - TLL
1 stop16h 25mFinnair
Wed 4/1610:00 amTLL - ORD
1 stop15h 50mFinnair
Deal found 3/29$540
This United Airlines deal was found by Cheapflights users on 3/30. 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 10/284:55 pmORD - TLL
1 stop13h 05mUnited Airlines
Mon 11/31:45 pmTLL - ORD
2 stops33h 00mUnited Airlines
Deal found 3/30$551
This Travelocity deal was found by Cheapflights users on 3/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/284:00 pmORD - TLL
2 stops17h 05mMultiple Airlines
Mon 11/36:05 pmTLL - ORD
2 stops28h 40mMultiple Airlines
Deal found 3/30$553
This British Airways deal was found by Cheapflights users on 3/30. 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.
Tue 4/159:30 pmORD - TLL
1 stop19h 25mBritish Airways
Wed 4/236:00 amTLL - ORD
1 stop19h 50mBritish Airways
Deal found 3/30$564
This Gotogate deal was found by Cheapflights users on 3/29. 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.
Wed 5/1410:40 amORD - TLL
2 stops25h 15mAir Canada
Wed 5/217:15 amTLL - ORD
2 stops34h 37mAir Canada
Deal found 3/29$590
This Lufthansa deal was found by Cheapflights users on 3/30. 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 10/1510:30 pmORD - TLL
1 stop17h 50mLufthansa
Tue 10/216:50 pmTLL - ORD
1 stop26h 05mLufthansa
Deal found 3/30$599
This American Airlines deal was found by Cheapflights users on 3/30. 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 5/144:44 pmORD - TAY
2 stops24h 01mMultiple Airlines
Wed 5/216:00 amTAY - ORD
1 stop19h 50mMultiple Airlines
Deal found 3/30$693
This KLM deal was found by Cheapflights users on 3/31. 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 6/44:20 pmORD - TLL
1 stop12h 55mKLM
Tue 6/177:30 amTLL - ORD
1 stop14h 40mKLM
Deal found 3/31$718
This oojo deal was found by Cheapflights users on 3/30. 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.
Sat 5/39:40 pmORD - TLL
1 stop32h 00mLOT
Tue 5/202:20 pmTLL - ORD
1 stop13h 20mLOT
Deal found 3/30$747
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Thu 7/179:30 pmORD - TLL
1 stop10h 35mAmerican Airlines
Mon 7/286:00 amTLL - ORD
2 stops20h 15mAmerican Airlines
Deal found 3/30$785
This SWISS deal was found by Cheapflights users on 3/30. 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.
Tue 10/289:45 pmORD - TLL
3 stops44h 20mSWISS
Mon 11/36:05 amTLL - ORD
2 stops39h 45mSWISS
Deal found 3/30$880

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 March 31, 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 9/1

7:15 pm-3:10 pm

1 stop11h 55m

Tallinn Ulemiste

Sat 9/13

6:25 am-4:10 pm

2 stops41h 45m

$483

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Tue 4/15

9:30 pm-12:55 am

1 stop19h 25m

Tallinn Ulemiste

Wed 4/23

6:00 am-5:50 pm

1 stop19h 50m

$564

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 4/23

9:30 pm-4:10 pm

1 stop10h 40m

Tallinn Ulemiste

Tue 4/29

10:55 am-5:50 pm

1 stop14h 55m

$589

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 5/14

10:40 am-7:55 pm

2 stops25h 15m

Tallinn Ulemiste

Wed 5/21

7:15 am-9:52 am

2 stops34h 37m

$590

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 4/23

5:10 pm-4:10 pm

2 stops15h 00m

Tallinn Ulemiste

Tue 4/29

10:20 pm-5:50 pm

1 stop27h 30m

$608

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 9/3

10:39 am-1:55 pm

2 stops19h 16m

Tallinn Ulemiste

Wed 9/10

6:00 am-11:42 pm

3 stops25h 42m

$631

ChicagoTartu

ORD - TAY

ORDTAY

Chicago O'Hare Intl

Wed 5/14

4:44 pm-12:45 am

2 stops24h 01m

Tartu

Wed 5/21

6:00 am-5:50 pm

1 stop19h 50m

$693

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Wed 6/4

4:20 pm-7:55 pm

1 stop19h 35m

Tallinn Ulemiste

Mon 6/16

2:05 pm-2:10 pm

1 stop32h 05m

$718

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Sat 5/3

9:40 pm-1:40 pm

1 stop32h 00m

Tallinn Ulemiste

Tue 5/20

2:20 pm-7:40 pm

1 stop13h 20m

$747

ChicagoTallinn

ORD - TLL

ORDTLL

Chicago O'Hare Intl

Thu 7/17

9:30 pm-4:05 pm

1 stop10h 35m

Tallinn Ulemiste

Mon 7/28

6:00 am-1:50 pm

2 stops15h 50m

$785

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 14 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 $1,054). 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 March 31, 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 March 31, 2025.
KLM
7.8
Good
1,321 reviews

Entertainment

7.1

Boarding

7.8

Food

7.3

Overall

7.8

Crew

8.4

Comfort

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
KLM
7.8
Good
1,321 reviews
KLM
7.8
Good
1,321 reviews

Entertainment

7.1

Boarding

7.8

Food

7.3

Overall

7.8

Crew

8.4

Comfort

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
LOT
7.6
Good
1,065 reviews
KLM
7.8
Good
1,321 reviews

Entertainment

7.1

Boarding

7.8

Food

7.3

Overall

7.8

Crew

8.4

Comfort

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
Finnair
7.6
Good
1,267 reviews
KLM
7.8
Good
1,321 reviews

Entertainment

7.1

Boarding

7.8

Food

7.3

Overall

7.8

Crew

8.4

Comfort

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
United Airlines
7.4
Good
8,614 reviews
KLM
7.8
Good
1,321 reviews

Entertainment

7.1

Boarding

7.8

Food

7.3

Overall

7.8

Crew

8.4

Comfort

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
Scandinavian Airlines
7.3
Good
1,326 reviews
KLM
7.8
Good
1,321 reviews

Entertainment

7.1

Boarding

7.8

Food

7.3

Overall

7.8

Crew

8.4

Comfort

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.

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.

  • 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 $1,054). 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 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$414Average$460FlexibilityNo cancel feeOn-time77%
United AirlinesCheapest$529Average$680FlexibilityNo cancel feeOn-time69%
FinnairCheapest$532Average$777FlexibilityNo cancel feeOn-time76%
LOTCheapest$539Average$1,104FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$558Average$818FlexibilityNo cancel feeOn-time76%
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