$285 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 10/2. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Estonia

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Best Estonia Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Tallinn
Tallinn1 stop$404
Tartu
Tartu2 stops$1,189
Tallinn
Tallinn1 stop$404
Tartu
Tartu2 stops$1,189

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, Nov 10 - Mon, Nov 24
Scandinavian Airlines Logo
7:20 pm - 3:10 pmORD-TLL
11h 50m1 stop
Scandinavian Airlines Logo
3:40 pm - 4:45 pmTLL-ORD
57h 05m2 stops
$404Scandinavian Airlines
Find Deal
Mon, Nov 10 - Mon, Nov 24
Scandinavian Airlines Logo
7:20 pm - 7:30 pmORD-TLL
16h 10m2 stops
Scandinavian Airlines Logo
8:00 pm - 4:45 pmTLL-ORD
52h 45m2 stops
$410Scandinavian Airlines
Find Deal
Tue, Nov 18 - Tue, Dec 2
Lufthansa Logo
10:35 pm - 11:55 pmORD-TLL
17h 20m1 stop
Lufthansa Logo
6:25 am - 1:10 pmTLL-ORD
14h 45m1 stop
$498Lufthansa
Find Deal
Tue, Nov 18 - Wed, Dec 3
United Airlines Logo
11:20 am - 1:15 pmORD-TLL
17h 55m2 stops
United Airlines Logo
6:15 am - 1:10 pmTLL-ORD
14h 55m1 stop
$499United Airlines
Find Deal
Wed, Nov 19 - Wed, Dec 3
United Airlines Logo
3:00 pm - 11:50 pmORD-TLL
24h 50m2 stops
United Airlines Logo
6:15 am - 8:25 pmTLL-ORD
22h 10m2 stops
$503United Airlines
Find Deal
Sat, Nov 15 - Tue, Dec 2
Lufthansa Logo
5:50 pm - 1:00 pmORD-TLL
35h 10m2 stops
Lufthansa Logo
6:25 am - 8:08 pmTLL-ORD
21h 43m2 stops
$513Lufthansa
Find Deal
Sun, Nov 16 - Tue, Dec 2
Air Canada Logo
11:20 am - 12:50 pmORD-TLL
17h 30m2 stops
Air Canada Logo
6:40 am - 8:25 pmTLL-ORD
21h 45m2 stops
$515Air Canada
Find Deal
Sun, Nov 16 - Thu, Dec 4
Air Canada Logo
3:35 pm - 12:50 pmORD-TLL
37h 15m2 stops
Air Canada Logo
7:25 am - 9:59 pmTLL-ORD
22h 34m2 stops
$525Air Canada
Find Deal
Mon, Jun 23 - Wed, Jul 9
Finnair Logo
8:30 pm - 9:55 pmORD-TLL
17h 25m2 stops
Finnair Logo
5:20 pm - 11:55 amTLL-ORD
26h 35m2 stops
$947Finnair
Find Deal
Fri, Jul 25 - Fri, Aug 1
Finnair Logo
4:55 pm - 2:30 pmORD-TAY
37h 35m2 stops
Finnair Logo
4:25 pm - 5:25 pmTAY-ORD
33h 00m1 stop
$1,434Finnair
Find Deal
Useful Info

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 $1,022 and $966 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$285
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 41% 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.

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 1290 reviews
6.9Entertainment
7.4Comfort
6.7Food
7.6Boarding
8.1Crew
Airline reviews

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.

2.0 MediocreAnonymous, May 2025ORD - IND
Read more Finnair reviews

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.

Any flight that lands safely is a good flight. However our leg from Helsinki was delayed 1 hour with no explanation. The delay would not allow us to make our connection to Cincinnati. I was informed by American Airlines that our Cincinnati flight was rescheduled for the following day. I immediately made a non refundable hotel reservation in Dallas. Upon exiting the plane at Dallas I was given a hotel voucher. Nice, but I can't get a refund on the hotel I booked. A little communication would have been helpful. Food on Finnair is below quality of Korean Air.

The cabin crew really looked like they wanted to be somewhere else. They weren't really interested in providing an attentive service to full fare paying passengers at all. However the Captiain's in flight announcements were relaxed and very entertaining.

Crew were professional and responsive. Food was mediocre and breakfast could do with revampinmg

Food was very ordinary for premium economy, very small portions.

i dont know WHY they call it business class. the seats are NOT significantly wider than economy seats, they just do not let the middle seats be beepked to give the illusion of more space between passengers. the seats do NOT recline any more than economy seats either. the only real difference is the full meal served to business (vs none for economy). I would rather have a wider, lie flat ACTUAL business class seat with no food for a 3 hr flight. this was pretty disappointing to say the least.

There wore nice leather like sits, in my opinion seats lay out bit tight . Crew was great they did averything possible to make averywone comfortable as possible, food was, think worst I ever head on flight, head chicken and yellow rice. Ice cream was a nic treat.

Our previous flight was delayed but they waited for us to board.

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.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

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.

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.

Very helpful in getting us off the plane first to make a tight connection.

The seats were really cramped. The high backs on the chairs made you feel claustrophobic.

Boarding was chaotic and the flight left late but arrived at a decent time. This may have been because of the sxsw festival that was going on.

The flight got canceled and you just send an email in the middle of the night and no solution to how to get on the next flight or provide other solutions.

They were all bad because SAS was at fault and cost me my time. I will never fly SAS again.

You cost me my time and did not compensate properly. Gfy.

Missed a connecting flight and SAS was at fault. I was awarded a $20 voucher in exchange for 8 hours of my time? Gfy.

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!

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 bought a ticket and paid for for our luggage but I had to pay for my luggage again. I’m so disappointed! We had a 30 min delay and because of that we missed our connecting flight and were told that we would be on the next flight (9am flight ) but we were landed we were booked at 12pm flight. I had a little baby w me, it was very stressful. I begged to leave at 10 am at least. I was emailed that we get a voucher but they didn’t work when we were at a breakfast store. I’ve been always happy w Lufthansa but this time was awful.

Good service … bus transfer upon arrival from plane to terminal: atrocious!!!

helpful and friendly. The Lufthanza people I dealt with before my holiday were so unhelpful by comparison.

We had a 1 1/2 hour delay before we left Denver. When we arrive to Frankfort, they didn’t announce that people with connecting flights to exit the plane first. My next flight was already boarding when we we taxiing in to the gate. I waited another 10 minutes to get off the plane. I had to run to catch my next flight. I mean run! I made it with one minute to spare, but my luggage did not. My luggage came two hours later on a different flight.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.