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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

Sat, Oct 31 - Tue, Nov 3
Scandinavian Airlines Logo
6:20 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 25m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 3:20 pmORD  Chicago O'Hare Intl-TLL Tallinn
12h 10m1 stop Kastrup Copenhagen
$619Scandinavian Airlines
Sat, Oct 31 - Tue, Nov 3
Scandinavian Airlines Logo
6:20 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 25m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 3:20 pmORD  Chicago O'Hare Intl-TLL Tallinn
12h 10m1 stop Kastrup Copenhagen
$620Scandinavian Airlines
Sat, Oct 31 - Tue, Nov 3
Scandinavian Airlines Logo
6:20 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 25m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 12:05 amORD  Chicago O'Hare Intl-TLL Tallinn
20h 55m2 stops Kastrup Copenhagen Stockholm Arlanda
$626Scandinavian Airlines
Sat, Oct 31 - Tue, Nov 3
Scandinavian Airlines Logo
6:20 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 25m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:10 pm - 12:05 amORD  Chicago O'Hare Intl-TLL Tallinn
20h 55m2 stops Kastrup Copenhagen Stockholm Arlanda
$627Scandinavian Airlines
Sat, Oct 31 - Tue, Nov 3
Finnair Logo
10:05 am - 9:30 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 25m2 stops Helsinki-Vantaa Dallas/Fort Worth
Finnair Logo
4:31 pm - 8:45 pmORD  Chicago O'Hare Intl-TLL Tallinn
20h 14m2 stops New York John F Kennedy Intl Helsinki-Vantaa
$763Finnair
Wed, Oct 21 - Wed, Apr 14
Multiple Airlines Logo
7:25 am - 6:15 pmTLL  Tallinn-ORD Chicago O'Hare Intl
18h 50m2 stops Helsinki-Vantaa Reykjavik Keflavik Intl
Multiple Airlines Logo
10:25 pm - 3:45 pmORD  Chicago O'Hare Intl-TLL Tallinn
33h 20m2 stops Reykjavik Keflavik Intl Helsinki-Vantaa
$2,522Multiple Airlines
Wed, Oct 21 - Wed, Feb 17
Multiple Airlines Logo
6:00 am - 6:15 pmTLL  Tallinn-ORD Chicago O'Hare Intl
20h 15m2 stops Helsinki-Vantaa Reykjavik Keflavik Intl
Multiple Airlines Logo
6:30 pm - 4:55 pmORD  Chicago O'Hare Intl-TLL Tallinn
14h 25m2 stops Reykjavik Keflavik Intl Helsinki-Vantaa
$3,044Multiple Airlines
Wed, Oct 21 - Wed, Apr 14
LOT Logo
6:25 pm - 7:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
33h 25m1 stop Warsaw Frederic Chopin
LOT Logo
9:50 pm - 1:40 pmORD  Chicago O'Hare Intl-TLL Tallinn
31h 50m1 stop Warsaw Frederic Chopin
$3,268LOT
Thu, Oct 22 - Tue, Apr 13
Finnair Logo
7:55 am - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 55m1 stop Helsinki-Vantaa
Finnair Logo
11:30 am - 12:25 pmORD  Chicago O'Hare Intl-TLL Tallinn
16h 55m2 stops New York John F Kennedy Intl Helsinki-Vantaa
$3,756Finnair
Thu, Oct 22 - Tue, Feb 16
Finnair Logo
7:55 am - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 55m1 stop Helsinki-Vantaa
Finnair Logo
4:26 pm - 4:05 pmORD  Chicago O'Hare Intl-TLL Tallinn
15h 39m2 stops New York John F Kennedy Intl Helsinki-Vantaa
$3,756Finnair
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 44% 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

May
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 17% 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 30,737 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 1432 reviews
6.9Entertainment
7.7Boarding
7.4Comfort
6.7Food
8.2Crew
Airline reviews

Will never fly American Airlines business class again. Medicore service and very old aircraft.

2.0 MediocreLamia, Sep 2026
Read more Finnair reviews

Will never fly American Airlines business class again. Medicore service and very old aircraft.

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

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

Didn't care much for the food but maybe that's just because I'm American and the food was very European. Would have liked a second alcoholic beverage service in a 7-8 hour flight. I was offered two wines to have with dinner though and should have accepted both. I didn't realize they would only offer alcohol once. Lights were never turned off in the cabin for sleeping. Flight was delayed several hours with zero explanation from SAS. However, the flight attendants were fantastic. We were traveling with a friend who needed oxygen and they were very attentive and helped him throughout the flight. That was greatly appreciated. The pillows and blankets are great. Gift bags with toothbrush etc so nice! This was our first time traveling Premium so alot of perks we were used to getting! The flight was smooth and I loved watching the planes location on the seat screen and being able to watch movies etc. overall it was great I would definitely recommend SAS to anyone and hope to fly with you again sometime.

Food was excellent and plentiful! Cabin crew seemed to truly enjoy their job. Interacted with passengers with a friendly nature. Very pleasant flight

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

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
Merrillville
Gurnee
South Haven
Oak Brook
Tinley Park
Hammond
Saint Joseph
Des Plaines
Elk Grove Village
Hoffman Estates
Oakbrook Terrace
Portage
South Holland
Willowbrook
Lansing
Lisle
Alsip
Delavan
Valparaiso
Northbrook

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