$492 Find Cheap Flights from Estonia to Chicago - Compare and Save

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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

Thu, Oct 15 - Mon, Oct 19
Scandinavian Airlines Logo
6:15 am - 4:10 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 55m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 1:30 amORD  Chicago O'Hare Intl-TLL Tallinn
22h 15m1 stop Kastrup Copenhagen
$492Scandinavian Airlines
Tue, Nov 10 - Sun, Nov 15
Scandinavian Airlines Logo
8:35 pm - 4:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
28h 10m2 stops Stockholm Arlanda Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 3:20 pmORD  Chicago O'Hare Intl-TLL Tallinn
12h 05m1 stop Kastrup Copenhagen
$492Scandinavian Airlines
Thu, Oct 15 - Mon, Oct 19
Scandinavian Airlines Logo
7:00 am - 4:10 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 10m2 stops Stockholm Arlanda Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 7:50 pmORD  Chicago O'Hare Intl-TLL Tallinn
16h 35m2 stops Kastrup Copenhagen Stockholm Arlanda
$492Scandinavian Airlines
Thu, Oct 15 - Mon, Oct 19
Scandinavian Airlines Logo
6:15 am - 4:10 pmTLL  Tallinn-ORD Chicago O'Hare Intl
17h 55m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 7:50 pmORD  Chicago O'Hare Intl-TLL Tallinn
16h 35m2 stops Kastrup Copenhagen Stockholm Arlanda
$492Scandinavian Airlines
Thu, Oct 15 - Mon, Oct 19
Finnair Logo
12:50 pm - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
13h 00m1 stop Helsinki-Vantaa
Finnair Logo
9:30 pm - 8:55 pmORD  Chicago O'Hare Intl-TLL Tallinn
15h 25m1 stop Helsinki-Vantaa
$524Finnair
Sat, Oct 31 - Tue, Nov 3
Scandinavian Airlines Logo
11:10 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
13h 35m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 3:20 pmORD  Chicago O'Hare Intl-TLL Tallinn
12h 05m1 stop Kastrup Copenhagen
$526Scandinavian Airlines
Tue, Nov 10 - Sun, Nov 15
Scandinavian Airlines Logo
8:35 pm - 4:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
28h 10m2 stops Stockholm Arlanda Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 12:05 amORD  Chicago O'Hare Intl-TLL Tallinn
20h 50m2 stops Kastrup Copenhagen Stockholm Arlanda
$526Scandinavian Airlines
Sat, Oct 31 - Tue, Nov 3
Scandinavian Airlines Logo
11:10 am - 5:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
13h 35m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 3:20 pmORD  Chicago O'Hare Intl-TLL Tallinn
12h 05m1 stop Kastrup Copenhagen
$527Scandinavian Airlines
Tue, Nov 10 - Sun, Nov 15
Scandinavian Airlines Logo
3:55 pm - 4:45 pmTLL  Tallinn-ORD Chicago O'Hare Intl
32h 50m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:15 pm - 10:30 amORD  Chicago O'Hare Intl-TLL Tallinn
31h 15m1 stop Kastrup Copenhagen
$530Scandinavian Airlines
Thu, Oct 15 - Mon, Oct 19
Finnair Logo
6:00 am - 5:50 pmTLL  Tallinn-ORD Chicago O'Hare Intl
19h 50m1 stop Helsinki-Vantaa
Finnair Logo
8:50 pm - 10:50 pmORD  Chicago O'Hare Intl-TLL Tallinn
18h 00m2 stops London Heathrow Helsinki-Vantaa
$564Finnair
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 5 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low season

November
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 20% 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 29,144 direct flights from within Estonia to Chicago O'Hare Intl Airport. The most common day for departures is Sunday, with 17% 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 airline 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 1429 reviews
8.2Crew
7.6Boarding
6.9Entertainment
7.4Comfort
6.7Food
Airline reviews

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

2.0 MediocreDivya, Aug 2026
Read more Finnair reviews

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

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.

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

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Gurnee
Merrillville
South Haven
Oak Brook
Tinley Park
Hammond
Saint Joseph
Elk Grove Village
Des Plaines
Hoffman Estates
South Holland
Portage
Oakbrook Terrace
Willowbrook
Lansing
Delavan
Alsip
Northbrook
Lisle
Valparaiso

Everything you need to know for your flight to Chicago

Information on the airport you'll fly into in Chicago