$598 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 5/19. 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, 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
Tallinn1 stop$663
Tartu
Tartu2 stops$1,106
Tallinn
Tallinn1 stop$663
Tartu
Tartu2 stops$1,106

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

Sun, Sep 13 - Sun, Sep 20
Finnair Logo
9:30 pm - 8:55 pm
ORD
-
TLL
15h 25m
1 stop
Finnair Logo
6:00 am - 5:50 pm
TLL
-
ORD
19h 50m
1 stop
$663Finnair
Sun, Sep 13 - Sun, Sep 20
Multiple Airlines Logo
11:05 am - 1:05 pm
ORD
-
TLL
18h 00m
2 stops
Multiple Airlines Logo
6:00 am - 5:50 pm
TLL
-
ORD
19h 50m
1 stop
$684Multiple Airlines
Sun, Sep 13 - Sun, Sep 20
Scandinavian Airlines Logo
7:15 pm - 11:50 pm
ORD
-
TLL
20h 35m
2 stops
Scandinavian Airlines Logo
8:50 pm - 4:10 pm
TLL
-
ORD
27h 20m
2 stops
$699Scandinavian Airlines
Sat, Aug 15 - Mon, Aug 31
Turkish Airlines Logo
8:10 pm - 10:20 am
ORD
-
TLL
30h 10m
1 stop
Turkish Airlines Logo
7:35 pm - 9:40 am
TLL
-
ORD
22h 05m
1 stop
$755Turkish Airlines
Sat, Aug 1 - Fri, Aug 14
United Airlines Logo
8:09 pm - 1:05 pm
ORD
-
TLL
32h 56m
2 stops
United Airlines Logo
6:10 am - 11:17 pm
TLL
-
ORD
25h 07m
2 stops
$756United Airlines
Sat, Aug 1 - Fri, Aug 14
United Airlines Logo
2:15 pm - 1:05 pm
ORD
-
TLL
38h 50m
2 stops
United Airlines Logo
6:10 am - 9:58 pm
TLL
-
ORD
23h 48m
2 stops
$760United Airlines
Sat, Aug 15 - Mon, Aug 31
United Airlines Logo
7:45 pm - 1:05 pm
ORD
-
TLL
33h 20m
2 stops
United Airlines Logo
1:50 pm - 12:55 pm
TLL
-
ORD
31h 05m
1 stop
$772United Airlines
Sat, Aug 15 - Mon, Aug 31
United Airlines Logo
7:45 pm - 1:05 pm
ORD
-
TLL
33h 20m
2 stops
United Airlines Logo
1:50 pm - 2:55 pm
TLL
-
ORD
33h 05m
2 stops
$775United Airlines
Tue, Jul 28 - Mon, Aug 17
United Airlines Logo
11:07 am - 1:05 pm
ORD
-
TLL
17h 58m
2 stops
United Airlines Logo
1:50 pm - 6:37 pm
TLL
-
ORD
36h 47m
2 stops
$776United Airlines
Fri, Aug 14 - Sun, Aug 23
Multiple Airlines Logo
9:30 pm - 10:50 pm
ORD
-
TLL
17h 20m
1 stop
Multiple Airlines Logo
6:00 am - 7:36 pm
TLL
-
ORD
21h 36m
2 stops
$781Multiple Airlines
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 November, when tickets cost $424 (return) on average. On the other hand, the most expensive months are July and May, when the average cost of round-trip tickets is $692 and $634 respectively.

Good to know

Low seasonDecember
Cheapest flight$598
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 43% 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.
7.6
FinnairOverall score based on 1392 reviews
6.7Food
6.9Entertainment
7.4Comfort
7.7Boarding
8.2Crew
Airline reviews

Rude Iberia security crew at the Madrid terminal. No Iberia officials to be found to redress complaints at the gate. No supervisors. Nothing for processing upgrades at the gate Iberia app did not work to let me upgrade my options to higher classes. No water was offered on a hot day in Madrid. Madrid airport air conditioning was so weak that people were sweating. Never book on any airlines that codeshare with Iberia.

2.0 MediocreShiva, Apr 2026
MAD - EWR
Read more Finnair reviews

Rude Iberia security crew at the Madrid terminal. No Iberia officials to be found to redress complaints at the gate. No supervisors. Nothing for processing upgrades at the gate Iberia app did not work to let me upgrade my options to higher classes. No water was offered on a hot day in Madrid. Madrid airport air conditioning was so weak that people were sweating. Never book on any airlines that codeshare with Iberia.

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

On a more than 8 hours flight was only one meal included, which I have never experienced before. Always two meals on the overseas flight. It was very weird.

Great if not for the boarding by bus at Heathrow terminal 3. Medieval disappointing time-consuming and very hard on handicapped flyers. It was awful

Positive: It was refreshingly easy and polite check-in and boarding staff. Flight was on time and Helsinki is a very well-signposted airport. Shopping was nice as well. Flight was not full and I had lots of space in economy. Flight was perfectly on time. Negative: Food and drink not very good, but that it is normal on any airline. Didn't expect anything else.

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.

Very good seat, very comfortable, good food, and good service.

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.

All reviews good because...flight from BWI to London ,economy seats was miserable. I usually book 1,step up from economy but this would have added 1500 bucks 1 way. Bit the bullet and upgraded for retun flight, otherwise all ratings would have been rock bottom.

The stewardess was incredibly rude. The gave you only one drink with dinner.

Cancelled flight, wasn't refunded paid selected seats. Poor customer service. Called airline and they didn't realize the flight was cancelled until several hours after the email notice was sent.

The worst with the trip was the space in economy, my knees are still hurting. There was no way to control personal air by turning a knob above you, it was way to hot on both rides. During the night flight they allowed 2 people from across the aile which was narrow to sit and talk for 7 hours while also using tablets and the flashlight from their phones pointing into the row where I sat at times. They allowed people with way too large baggage to bring onboard. I paid way too much for the ticket ($1,364} for economy. Kayak misinformed me to get cancellation insurance that was only valid for a very short time (less than 12 hours) and was over one hundred dollars. Hotel booking was incorrect, I had the room booked myself at the hotel, only double or larger rooms available which I paid over 400 dollars for. I will never fly with SAS again unless there is no other alternative.

Crew members were excellent. The seat wasn’t the best as well as a food options.

5 of my 7 pieces of luggage are missing and they cant call to find out where it is. I have to fill out a form and wait for them to mail it to me in several days (if they find it). That does not work for my travel itinerary. I need my full ticket cost refunded please.

Fantastic. The only thing - out of my six luggage one was lost in Copenhagen, however it was delivered Home 3 Days later so all great..

The crew was friendly, the flight was pleasant. Thank you for your service!

Our trip plan from Kayak stated we were flying SAS. That was not true. The first leg was a Delta flight. We wasted 25 minutes before finding out to check in with the correct airline. Then our SAS flight for the second leg arrived 25 minutes late, and our third leg flight with SAS closed the gate knowing the flight delay was SAS’s fault, and that this flight would only be backed up 5 minutes. The final kicker was that between Delta and SAS, they lost all our checked luggage.

Flight was completely full January 9th? I problem i had the stewardess was bumping into me constantly walking by? very annoying.. on Austrian air I dint have this issue at all...

Amazing! Everyone was so nice and the food was so good!!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

Definitely get premium economy on a flight this long if you can. Your legs and while body will thank you.

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 upgraded to the business class cabin. It was the poorest business class I have ever experienced. No access to any business lounge in Tampa airport. Seats are not comfortable. I had a window seat and had to step/crawl over the next seat. Food was mediocre and service below average for business class. Bathroom location was ridiculous. No place to wait. I cannot believe I paid this kind of money and will never fly Lufthansa Discover again. They really should reimburse me somehow.

Boarding was disorganized. The door to one to the toilets wouldn’t lock. The plane was shockingly cramped, and clearly used for domestic flights due to the menus for items to sell domestic travelers. United should be ashamed of its small seats, tiny unclean toilets, and money grubbing stance toward services, compared to Lufthansa, Emirates, and most international carriers United is awful.

Was never allowed on and not refunded the full amount of the ticket plus charged a $300 processing fee.

Terrible. Lost our luggage for 4 days. Did not advise passengers there was a strike in Barcelona Airport and had zero personnel on hand at airport to advise passengers on where to go to file claims. We had to fend for ourselves. No assistance at all other than an online claims submission process that we had to find out about on our own.

Lufthansa cancelled our flight from Los Angeles to Naples Italy on March 10 for scheduled flight on March 12 Very stressful experience trying to arrange alternatives. Will never fly again with Lufthansa

Everything could have been better. What needed to be wrong with United went wrong

The staff was bit rude when I asked for an extra drink after one beer, asked for one wine glass.

Very good, i got two seats for myself, and was comfortable with the blanket i got

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

Information on your arrival and departure airports