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Cheap Flights from Estonia to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Estonia to Chicago

Sun, Nov 1 - Sun, Nov 8
Scandinavian Airlines Logo
6:20 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 25m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 1:25 amORD  Chicago O'Hare Intl-TLL Tallinn
22h 10m1 stop Kastrup Copenhagen
$348Scandinavian Airlines
Sun, Nov 1 - Sun, Nov 8
Scandinavian Airlines Logo
6:20 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 25m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 12:05 amORD  Chicago O'Hare Intl-TLL Tallinn
20h 50m2 stops Kastrup Copenhagen Stockholm Arlanda
$362Scandinavian Airlines
Sun, Nov 1 - Sun, Nov 8
Multiple Airlines Logo
7:00 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 45m2 stops Stockholm Arlanda Kastrup Copenhagen
Multiple Airlines Logo
7:15 pm - 6:05 pmORD  Chicago O'Hare Intl-TLL Tallinn
14h 50m2 stops Kastrup Copenhagen Stockholm Arlanda
$506Multiple Airlines
Mon, Nov 16 - Sun, Nov 22
Scandinavian Airlines Logo
6:25 am - 4:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 20m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 1:25 amORD  Chicago O'Hare Intl-TLL Tallinn
22h 10m1 stop Kastrup Copenhagen
$530Scandinavian Airlines
Fri, Nov 6 - Fri, Nov 13
Scandinavian Airlines Logo
9:30 pm - 4:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
27h 15m2 stops Stockholm Arlanda Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 10:30 amORD  Chicago O'Hare Intl-TLL Tallinn
31h 20m1 stop Kastrup Copenhagen
$533Scandinavian Airlines
Sun, Nov 1 - Sun, Nov 8
Multiple Airlines Logo
7:00 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 45m2 stops Stockholm Arlanda Kastrup Copenhagen
Multiple Airlines Logo
7:15 pm - 8:30 amORD  Chicago O'Hare Intl-TLL Tallinn
29h 15m3 stops Kastrup Copenhagen Stockholm Arlanda Riga Intl
$567Multiple Airlines
Mon, Jan 25 - Fri, Feb 5
Finnair Logo
11:55 am - 10:30 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 35m2 stops Helsinki-Vantaa New York John F Kennedy Intl
Finnair Logo
5:10 pm - 4:55 pmORD  Chicago O'Hare Intl-TLL Tallinn
15h 45m2 stops London Heathrow Helsinki-Vantaa
$572Finnair
Mon, Nov 16 - Sun, Nov 22
Finnair Logo
8:05 am - 8:00 pmTLL  Tallinn-ORD Chicago O'Hare Intl
19h 55m2 stops Helsinki-Vantaa Dallas/Fort Worth
Finnair Logo
9:35 pm - 12:25 amORD  Chicago O'Hare Intl-TLL Tallinn
18h 50m2 stops Paris Charles de Gaulle Helsinki-Vantaa
$588Finnair
Mon, Nov 16 - Sun, Nov 22
Finnair Logo
8:05 am - 8:00 pmTLL  Tallinn-ORD Chicago O'Hare Intl
19h 55m2 stops Helsinki-Vantaa Dallas/Fort Worth
Finnair Logo
9:35 pm - 12:25 amORD  Chicago O'Hare Intl-TLL Tallinn
18h 50m2 stops Paris Charles de Gaulle Helsinki-Vantaa
$589Finnair
Sun, Oct 11 - Sun, Nov 1
Multiple Airlines Logo
9:40 pm - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
28h 10m1 stop Helsinki-Vantaa
Multiple Airlines Logo
1:44 pm - 2:10 pmORD  Chicago O'Hare Intl-TLL Tallinn
16h 26m2 stops Dallas/Fort Worth Helsinki-Vantaa
$625Multiple Airlines
Booking Insights

KAYAK's insights & trends for flights to Chicago

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

To get a below average price, you should book around 7 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

November
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 19% lower on average.

FAQs - booking Chicago flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    Chicago O'Hare Intl Airport is 16 miles from the center of Chicago.

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

    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 to Chicago.

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

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

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

    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 to Chicago 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 to Chicago?

    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 to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 35,906 direct flights from within Estonia to Chicago O'Hare Intl Airport. The most common day for departures is Sunday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top airlines flying from Estonia to Chicago

 
Need help choosing which airline to fly with to Chicago? 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 1431 reviews
7.7Boarding
7.4Comfort
6.9Entertainment
8.2Crew
6.7Food
Airline reviews

Staff went above and beyond with their care for us. Flight attendants were very attentive to our needs. Food seemed too rich and too salty. Flight was fine, even with turbulence at points.

8.0 Excellentgeorge, Sep 2026
Read more Finnair reviews

Staff went above and beyond with their care for us. Flight attendants were very attentive to our needs. Food seemed too rich and too salty. Flight was fine, even with turbulence at points.

It all went very smoothly, love the new planes and cabin crew upbeat and friendly Food ok, but that is the hardest part of it all

Finnair was ok. But some things were pretty bad: 1. Crew was not friendly, especially a crew member named, Maria. She woke me up while I was deep asleep by force just to let me know that 2 people can’t be on the same seat (my toddler and me) for sleeping. 2. There was no vegetarian option in the menu so I had to eat bread for one meal 3. They didn’t have an option for child meal

The food was delicious. There has been a major improvement here in the last few years. Excellent, friendly service. An enjoyable experience.

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.

Late, dirty cabin, charging ports broken, uncomfortable, no tomato juice, barely edible food

Flight on time, landed well ahead of schedule. Attendants were excellent and responsive

The crew was friendly, and the flight landed on time

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.

It was listed on my ticket as Finnair but there was no indication that the flight was Finnair. In fact the number was even different. There were no employees there until exactly 2 hours before so we had to wait in line at Iberia and hope

they had to land at Dulles instead of EWR and had no one to help all of the stranded travellers the crew was rude and not helpful as well

The layovers / connections were too short and too long. I SPRINTED to make the connection from OSL-JFK and then SAT for over 6 hours from JFK-BUF. I don’t mind a longer layover more than I want to RUN to make my next connection

Our vacation started with horribly, 48hr prior to departure SAS airline cancelled our return flight giving us little to no alternative options.

My daughter always gets sick when we order the gluten free meal option. Internet didn’t work as advertised.

The flight was very cold, and the seats were rather uncomfortable. The food has been better on our other SAS experiences. Most significantly, the luggage with most of my wife's personal items and clothes didn't make the flight. Hoping for a quick resolution, but no real opportunity to speak with a Human has us concerned.

It was so hot on the plane. No air jets above the seats

Please see my comments for the flight from Chicago to Copenhagen

We were sitting in SAS plus. Super friendly, service that went above and beyond on a Full Flight too! Meals were deliscious and trays were cleared promptly. Generous drinks offered throughout the flight. Would like to suggest better movies on offer to watch.... In all genres and maybe more cooking shows? There was only 1, Nadia's Everyday Baking... Thank you

This was my first time flying SAS and used them for 4 flights. The crews, flight and communication was outstanding. I flew premium economy and was extremely impressed by their SAS lounges. I will 100% ise SAS again. Everyone was so pleasant!

little entertainment choices. Seat/bed too firm an no sleeping mat

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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