$303 Find Cheap Flights from Chicago to Estonia - Compare and Save

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 12/7. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from Chicago to Estonia

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Tallinn
Tallinn2 stops$635
Tartu
Tartu2 stops$983
Tallinn
Tallinn2 stops$635
Tartu
Tartu2 stops$983

Book Cheap Chicago to Estonia Plane Tickets

 
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

Fri, Oct 2 - Thu, Oct 15
Multiple Airlines Logo
7:25 pm - 9:35 pmORD  Chicago O'Hare Intl-TLL Tallinn
18h 10m2 stops Reykjavik Keflavik Intl Berlin Brandenburg
Multiple Airlines Logo
10:55 am - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
14h 55m1 stop Helsinki-Vantaa
$635Multiple Airlines
Fri, Oct 2 - Thu, Oct 15
Scandinavian Airlines Logo
7:15 pm - 1:30 amORD  Chicago O'Hare Intl-TLL Tallinn
22h 15m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
6:15 am - 4:10 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 55m1 stop Kastrup Copenhagen
$657Scandinavian Airlines
Wed, Nov 18 - Mon, Nov 23
Finnair Logo
6:50 pm - 8:45 pmORD  Chicago O'Hare Intl-TLL Tallinn
17h 55m2 stops London Heathrow Helsinki-Vantaa
Finnair Logo
5:50 am - 8:03 pmTLL  Tallinn-ORD Chicago O'Hare Intl
22h 13m2 stops Helsinki-Vantaa Dallas/Fort Worth
$661Finnair
Mon, Oct 19 - Wed, Oct 21
Multiple Airlines Logo
7:25 pm - 5:20 pmORD  Chicago O'Hare Intl-TLL Tallinn
13h 55m2 stops Reykjavik Keflavik Intl Stockholm Arlanda
Multiple Airlines Logo
3:00 pm - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
10h 50m1 stop Helsinki-Vantaa
$662Multiple Airlines
Wed, Nov 18 - Mon, Nov 23
Scandinavian Airlines Logo
7:15 pm - 3:20 pmORD  Chicago O'Hare Intl-TLL Tallinn
12h 05m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
11:00 am - 4:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
13h 45m2 stops Stockholm Arlanda Kastrup Copenhagen
$664Scandinavian Airlines
Fri, Oct 2 - Thu, Oct 15
Scandinavian Airlines Logo
7:15 pm - 11:50 pmORD  Chicago O'Hare Intl-TLL Tallinn
20h 35m2 stops Kastrup Copenhagen Stockholm Arlanda
Scandinavian Airlines Logo
4:00 pm - 4:10 pmTLL  Tallinn-ORD Chicago O'Hare Intl
32h 10m2 stops Stockholm Arlanda Kastrup Copenhagen
$667Scandinavian Airlines
Fri, Oct 16 - Wed, Oct 21
Multiple Airlines Logo
10:25 pm - 11:30 pmORD  Chicago O'Hare Intl-TLL Tallinn
17h 05m2 stops Reykjavik Keflavik Intl Stockholm Arlanda
Multiple Airlines Logo
3:00 pm - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
10h 50m1 stop Helsinki-Vantaa
$671Multiple Airlines
Wed, Sep 2 - Wed, Sep 9
Finnair Logo
9:30 pm - 8:55 pmORD  Chicago O'Hare Intl-TLL Tallinn
15h 25m1 stop Helsinki-Vantaa
Finnair Logo
10:55 am - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
14h 55m1 stop Helsinki-Vantaa
$742Finnair
Fri, Oct 16 - Thu, Oct 22
Lufthansa Logo
5:53 pm - 7:55 pmORD  Chicago O'Hare Intl-TLL Tallinn
18h 02m2 stops Toronto Pearson Intl Amsterdam Schiphol
Lufthansa Logo
7:30 am - 8:12 pmTLL  Tallinn-ORD Chicago O'Hare Intl
20h 42m2 stops Amsterdam Schiphol Montreal Pierre Elliott Trudeau Intl
$920Lufthansa
Mon, Aug 24 - Mon, Sep 14
Lufthansa Logo
10:30 pm - 12:35 amORD  Chicago O'Hare Intl-TLL Tallinn
18h 05m1 stop Frankfurt am Main
Lufthansa Logo
5:55 pm - 12:55 pmTLL  Tallinn-ORD Chicago O'Hare Intl
27h 00m1 stop Frankfurt am Main
$920Lufthansa
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 January, when tickets cost $445 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $1,064 and $986 respectively.

Good to know

Low season

April

Cheapest flight

$303
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 37% 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.

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.
7.7
FinnairOverall score based on 1428 reviews
6.7Food
7.4Comfort
7.7Boarding
8.2Crew
6.9Entertainment
Airline reviews

Awful. Delayed for unknown reason. Boarded late, part of a Tight connection ands had to go through customs and immigration. And they lost my bags.

2.0 MediocreAnonymous, Jul 2026
Read more Finnair reviews

Awful. Delayed for unknown reason. Boarded late, part of a Tight connection ands had to go through customs and immigration. And they lost my bags.

The seats are very uncomfortable. They never have tomato juice. Usually late

Finnair was not able to get our luggage on a connecting flight and there was a substantial delay of two days to obtain our lugguage. They did not communicate well, and we had to travel a significant distance to finally get our luggage. It has been a very negative experience.

Comfort. Not good very little space after the person in front of you lay back.

Business seating is soooo uncomfortable. You can sit straight up or lay down. You need pillows behind you because the back doesn’t lay down. Those are need to “prop” you up. The chair has no padding whatsoever. Food was gross. I’ve eaten on Finnair before and the food was exceptional. This time it gave 2 people in our party diarrhea. It was the chicken dish. I took 2 bites and didn’t eat anything more. The flight attendants were nice. You needed an additional lounge in Terminal D at DFW Airport. After waiting 40 minutes to enter, we finally gave up and went to a bar across from the club doors. I’m unsure if I’ll ever book a Finnair flight again.

It was a good flight, very comfortable seats for sleeping in business class. Probably the most comfortable business class seat I've ever had (20+ times in business class on various airlines). Service was good, but the only downside is my screen didn't work and it had to be reset multiple times to get it to shut off. I had to block my eyes because the screen was white almost the entire flight and I wore an eye mask when I slept. But when eating and reading in my seat, my eyes hurt because the only way to turn the screen off was reset it and the screen would only be off for a few minutes at a time.

Everything was wonderful! AirBus seats are more comfortable to sleep in as compared to the Boeing planes.

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.

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.

Not great. Flight attendants were aloof, food was mediocre, seats that I paid $150 were given to someone else without any concession. I will probably never use kayak again. Terrible experience from start to finish.

The crew was very helpful and friendly. Food was good. The only issue was the legroom -- not great. The seat in front is also too close to see the entertainment screen properly.

Everything was perfect. I would’ve liked better selections for entertainment, but I slept most of the time, so it wasn’t really an issue.

No crying babies the whole flight would be nice. Impossible to sleep. No free snacks , only the main meal

The crew was amazing. Our seats was not very clean and even that was not a full flight but our seats was right beside the WC which did not let us to have a moment of rest.

They lost my luggage and can’t find it. My trip is ruined. Online tracking of lost luggage doesn’t work

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.

Seat was lumpier than I’ve ever remembered it to be although comfortable when tilted back. I don’t recall being that hungry after being served food from SAS before. Flight attendant on the second flight to Aalborg seemed to be having a bad day.

On this shorter leg and with an older plane, just mediocre. On the connecting long haul (Chicago to Copenhagen) everything was great.

My outbound flight was incredible... Milan to Chicago. The crew worked so well together. Each passenger felt spoiled and incredibly valued. The crew on this flight was fine. Nothing to complain specifically about but could not give top rating only because of the superior crew, hospitality, warmth we felt on the first flight. Unfortunately. You managed to lose my luggage ..my only piece checked in. Lost in Copenhagen so I had the added stress, time wasted to file the report. To make things worse, Italian rail decided to strike that Sunday so I could not take the train as planned back to Switzerland. Horrible waiting time and poor communication for boarding substitution bus. The substition bus to the town of Stabio did not run on time and was late about 40 minutes.

The flight was cancelled early on and messed up the whole vacation and hard to get a refund from Kayak as they owned the ticket and of course they did not believe that SAS cancelled the ticket. Definite bad side to third party. SAS had rescheduled but overlapped the connecting flights. That did not work. Flight was cancelled long ago but Kayak still has it. Like it was taken? Bad IT ? Or all assumptions and no follow up which is the whole IT world. It needs to wake up and be more efficient. Especially as the world is going, there will be no freedom to do anything. And we will be living like the Middle Ages. Yeah, go read up on that while you still can.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

It was a good experience, unfortunately my checked baggages were come late and not arrived on time.

Very stressful to locate United Airline boarding area, delayed flight, changing boarding area again to another location with all tiredness 😩. But flying was fine.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

It was okay. Mothers with rowdy children should be invited to sit in front of them.

Good food, overall very comfy. The flight was full so obviously not optimal, but it is what it is.

Flight was delayed by several hours and then cancelled due to weather. But Staff was very helpful getting me on a different flight. United should offer food coupons and tooth brush and paste for stranded passengers

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

We missed our flight. There was not enough time built into the layover to get through immigration, customs, bagclaim, bag rechecking, and the long trip to another terminal and gate. Kayak really screwed up. We took the bus up to Wisconsin and then were picked up in Brookfield by private car. It was lucky we didnt miss the last bus out.

I tried both on line and by calling the Customer Service line to arrange for a special meal as i have food intolerances. I was under the impression from your service representative that I was successful. I was not. I cannot eat spicy foods and get very ill if i eat bell peppers. I could not eat either menu choice and no special meal was actually ordered. ( your representative tried to order it for a flight that did not have meal service!!! - found this out later). Your wonderful cabin crew managed to put together a fruit, salad, roll and cheese tray for me so I had something to eat. WHY WOULD YOU SERVE SPICY FOOD, WITH NO MILDER OPTION,ON AN INTERNATIONAL FLIGHT???

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

I have flown with many airlines. My first time was several years ago. Now I remember why I avoided them for so long. Lufthanza is the only airline who has ever raised a size/weight issue with my modest standard size carry on. I had to repack three times to meet their carry-on weight criteria. (Apparently the rules of physics apply differently on Lufthansa flight than on other airlines.) In the meantime their staff was quite rude, repeating meaningless phrases like "Rules are Rules." And ignoring the additional fact that weight is also weight, whether it is in found in your carry on or in your suitcase. They eventually acknowledged that customer service and satisfaction is, for them, a low priority. Never choosing Lufthansa again.

Everything you need to know for your flight from Chicago to Estonia

Information on your arrival and departure airports