$337 Find Cheap Flights from Chicago to Estonia

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Estonia departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Best Estonia Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Tallinn
Tallinn2 stops$415
Tartu
Tartu2 stops$960
Tallinn
Tallinn2 stops$415
Tartu
Tartu2 stops$960

Cheap Flights from Chicago to Estonia

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Estonia that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Estonia

Mon, Jan 12 - Fri, Jan 16
Scandinavian Airlines Logo
7:20 pm - 7:30 pmORD-TLL
16h 10m2 stops
Scandinavian Airlines Logo
8:00 pm - 4:45 pmTLL-ORD
28h 45m2 stops
$415Scandinavian Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 21
Scandinavian Airlines Logo
7:15 pm - 11:50 pmORD-TLL
44h 35m2 stops
Scandinavian Airlines Logo
7:15 am - 4:10 pmTLL-ORD
16h 55m2 stops
$442Scandinavian Airlines
Find Deal
Mon, Jan 12 - Fri, Jan 16
Scandinavian Airlines Logo
7:20 pm - 1:25 amORD-TLL
22h 05m1 stop
Scandinavian Airlines Logo
3:45 pm - 4:45 pmTLL-ORD
33h 00m1 stop
$454Scandinavian Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 21
Scandinavian Airlines Logo
7:15 pm - 3:10 pmORD-TLL
11h 55m1 stop
Scandinavian Airlines Logo
6:35 am - 4:10 pmTLL-ORD
17h 35m1 stop
$464Scandinavian Airlines
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Thu, Aug 28 - Thu, Sep 4
 Logo
7:25 pm - 5:20 pmORD-TLL
13h 55m2 stops
 Logo
9:10 am - 9:15 pmTLL-ORD
20h 05m2 stops
Thu, Aug 28 - Thu, Sep 4
 Logo
7:25 pm - 5:20 pmORD-TLL
13h 55m2 stops
 Logo
9:10 am - 9:15 pmTLL-ORD
20h 05m2 stops
Mon, Aug 18 - Fri, Aug 29
United Airlines Logo
6:25 pm - 12:20 amORD-TLL
21h 55m1 stop
United Airlines Logo
6:00 am - 6:25 pmTLL-ORD
20h 25m2 stops
$541United Airlines
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Wed, Sep 3 - Wed, Sep 10
Turkish Airlines Logo
11:25 am - 6:40 pmORD-TLL
23h 15m1 stop
Turkish Airlines Logo
12:35 pm - 10:00 pmTLL-ORD
17h 25m1 stop
$548Turkish Airlines
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Mon, Aug 18 - Sat, Sep 6
United Airlines Logo
10:30 pm - 12:20 amORD-TLL
17h 50m1 stop
United Airlines Logo
6:00 am - 12:55 pmTLL-ORD
14h 55m1 stop
$591United Airlines
Find Deal
Thu, Aug 28 - Thu, Sep 4
Finnair Logo
9:30 pm - 12:45 amORD-TAY
19h 15m1 stop
Finnair Logo
6:00 am - 3:45 pmTAY-ORD
17h 45m2 stops
$993Finnair
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Estonia flights

Get data-powered insights and trends into flights from Chicago to Estonia to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Estonia?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Estonia, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Estonia is April, when tickets cost $548 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $1,030 and $919 respectively.

What’s the cheapest day of the week to fly from Chicago to Estonia?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Estonia clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Estonia, you should consider leaving on a Wednesday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Saturdays.


Good to know

Low seasonNovember
High seasonJune
Cheapest flight$337
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 45% increase in price.
Flight from Chicago to Tallinn

FAQs - booking Estonia flights

  • How does KAYAK find such low prices on flights from Chicago to Estonia?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Estonia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Estonia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Estonia is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Estonia?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Estonia with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Estonia?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Estonia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Estonia?

    The cheapest time of day to fly to Estonia is generally at night, when round-trip flights cost $702 on average. Morning departures are around 6% more expensive than evening flights, on average. The most expensive time of day to fly to Estonia is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $851.

Reviews of the top 4 airlines serving from Chicago to Estonia

 
Need help choosing which airline to fly with from Chicago to Estonia? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
FinnairOverall score based on 1316 reviews
7.6Boarding
6.7Food
8.1Crew
6.9Entertainment
7.5Comfort
Airline reviews

It was okay. The airplane was a little smaller than a flight from Thailand to Helsinki.

6.0 GoodAnonymous, Jul 2025HEL - DFW
Read more Finnair reviews

It was okay. The airplane was a little smaller than a flight from Thailand to Helsinki.

Wish that everyone would board the back of the plane first. Also let kids on first. The gate wasn’t open at arrival and we waited 45 minutes to takeoff. They made up for time in the air.

This was an absolutely exceptional flight. The flight attendants were extremely attentive and very friendly. They seemed to go out of their way to make us comfortable and to make sure that we had everything we needed., We were in business and were very happy with the size and the details for our pods. We would definitely recommend Finnair and will definitely be flying with them again.

We had an excellent trip with Finnair. This was our first time and we’re very pleased. The only issue was with the boarding - it was a little bit confusing and needs a little bit of streamlining.

Crew very lovely. Arrived an hour late due to bad weather. We were given new tickets to an other flight but it could have been organised better, so we did not have to run through the whole airport to.

Flight delayed over an hour. They said they would hold our connection but then did not.

Major problems checking in at Alaska counter. They could not find our booking code because it came from Finnair.

Do not use KAYAK or Finair for future travel. Unless you purchase the tickets directly from the airline, you were going to have a difficult time checking in. Kayak canceled my flights twice and ended up causing great difficulty in me getting back from Europe because they double sold my tickets between American Airlines and Finair. The event caused significant delays and led to me having to rebook my flights.

The staff were all particularly great. The plane was clean and fresh. The bassinet worked great. It was all very nice.

Boarding uncomfortable. Stewardess said I would have to check my carry on as there was no room in the overhead bins. Another passenger helped me find a spot.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

I paid for the seat with more leg room but on the day of my departure my seat was changed. I brought it to the airline costumer service and he was able to change it back. The person sitting next to me had the same exact issue.

Great experience. Typically do klm to Amsterdam but may start taking this flight in future - greatxexperience.

The food was wonderful! The blankets and pillows were a nice touch and the staff were very accommodating, making frequent rounds to offer food, drink, etc. We were also told in advance when to expect meals to arrive, which is thoughtful. I liked the early notification about the lack of headphones as well, although unfortunately I'm not sure we received on for the first leg of the trip, which would have been nice to prepare for. The seats are a bit tight, and the bright monitors on the wall were on during an overnight trip, making it difficult to sleep for those close to them. .

Boarding required going up and down the stairs with your carryon bags which wasn’t an issue for us but would be quite challenging for elderly people, or anyone with mobility issues.

The check in not ok! Demanding that we check our carry ons on check in! When there was plenty of available space inside the plane! And the staff at check- in was rude and not helpful and I was traveling with my autistic son and his service dog! Boarding was easy since we were priority boarding! The crew was ok expect from one guy flight attendant that was actually great!

Crew was unresponsive to request for a soda. Food was horrible and I’d venture to guess many others thought so as well by the amount that they trashed. Made me sick to my stomach and ended up in bed the remainder of the day once we arrived. Screaming child for 3/4 of the almost 8 hour flight. Crew had no headphones whatsoever for free or purchase. Seating way too tight and we upgraded our seats. I do not see us ever flying this airline again.

Standard short hop flight. No food, no entertainment. Just get in, get something to drink, and try to be as comfortable as you can for an hour.

Cancelled my flight. Only option had a layover in Italy. No compensation for the 4 extra hours of travel time. The travel agency, cheapflightfares, blamed Scandinavian airlines and said there was nothing they could do. Scandinavian airlines said since it was booked through a travel agency there was nothing they could do. The entire thing was incredibly frustrating. Never booking through kayak or with Scandinavian again.

Sat on runway for 1.5 hours waiting on winds to change so we could take off. The pilots did an amazing job getting up in the air when they had permission to take off.

They cancelled our flight home less than 24 hours before it was supposed to leave. It partially ruined our last day because I was on the phone trying to get 5 people home and the stress that it causes. We still arrived at the airport with no definite flight plans. The actual flight was good but my kids really misses the kids meals I had ordered for them which obviously didn’t make it to the new flight.

We had almost a 6 hr delay, primarily due to weather, the e problem was that they communicated this delay and its length very poorly. The boarding was chaotic - even though they had hours to figure it out! The plane was an old 747 whose touch screens barely worked and there was a faulty USB port under my seat rest (something that wasn't labeled as being there) They organized my delayed luggage well. And I could get updates on the Lufthansa website. My shirt connecting flight charged for everything except water. Coffee was over 3€

We were charged for luggage, and our ticket was with Lufthansa and was supposed to include luggage fees. So our experience was a bit bad. Also, the flight was about 45 minutes late arriving.

Flight was great only departure was delayed to saome ground crew issues

It was freezing. I asked crew member for a blanket and was told it might be in front of plane but I never got one. I turned off all the vents but still froze.

Cheapest airlines I have ever been on. I got downgraded and never got on united. I got rerouted through Vancouver onto jetwesf

Flight was 1.5 hours late to depart so changed flights to Swiss Air.

The United Airlines crew that operated this flight was subpar. They didn’t

Very small and uncomfortable seats, Hard to hear entertainment system sound. Horrible food. Staff doesn't care much about the passengers. 2nd time they didn't give me my vegetarian meal. They asked me regular food with meat. The airline and staff was from United airlines.

Checkin took along timen only.few angents available at.checkin desk. Customer support over phone no existence

At baggage claim, I was given the wrong printed ticket. The ticket belonged to another passenger for a different flight — to Zurich instead of Frankfurt (layover). I was even allowed to pass security, and when I asked the Lufthansa employee if I was on the correct flight, and why it was changed. The employee said everything was correct and I should board. When I got on the plane, there was someone in my seat, and the crew on the plane finally realized that I was on the wrong plane. When I got off the plane, nobody was willing to help, and the security refused to provide my original printed ticket. That was until I showed them that I took a photo of the ticket; once they realized I had photographic evidence, they were suddenly ready to help me. The Lufthansa employee began communicating with other airlines and found a flight that would take me to my destination via Polish Airlines. I was required to once again go through security, re-check my bag, and once again pay for my checked bag and weight overage fees. This experience was incredibly stressful and very frustrating, as you can imagine. A Lufthansa employee told me I would be eligible for a refund. Please tell me what steps I need to take in order to make that happen. Thank you!

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