Flight tickets from Chicago to Tallinn

Compare Chicago to Tallinn flight deals

Find the cheapest month or even day of the year to fly to Tallinn

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Flight deals from Chicago to Tallinn

Looking for a cheap last-minute deal or the best return flight from Chicago to Tallinn Airport? If you want to travel next month, return fares start from ₹ 84,227. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Tallinn

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Tallinn flights are currently cheapest in September.

Chicago to Tallinn: Alternative routes

Compare routes from Chicago to Tallinn below. You may find an airport to fly into that's cheaper, faster, or easier than Tallinn.

Chicago to Tallinn: Flight information

The things to know before you go.
Cheapest flight found₹ 31,926
Cheapest month to flySeptember

Finding cheap flights from Chicago to Tallinn: Frequently asked questions

The best price we found for a return flight from Chicago to Tallinn is ₹ 54,761. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Tallinn. But we found flights with one stop from ₹ 54,761.
As of June 2026, there are no flights flying from Chicago to Tallinn.
The cheapest month to fly from Chicago to Tallinn is usually November.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Tallinn Airport on Wednesday, 4 November 2026.
No airlines currently offer direct flights between Chicago and Tallinn Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Tallinn but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Tallinn is around 40 days in advance, so don’t leave your flight to the last minute.

The cheapest airline that flies to Tallinn is Scandinavian Airlines .

Flying from Chicago to Tallinn Lennart Meri Airport (TLL): What you need to know

  • Tallinn Lennart Meri Airport is located in Tallinn. The city follows the UTC+2 timezone and is eight hours ahead of Chicago.

  • Give yourself plenty of time to make your flight from Chicago to TLL. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.

  • If you're getting away during a peak month like July, get to the terminal even earlier. It's wise to arrive up to four hours before international flights and two hours ahead of a domestic departure. Check-in and security lines will be longer during holiday periods like Thanksgiving and Christmas.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Consider adding a stopover to find cheap flights from Chicago to TLL. Simply deselect 'Direct flights only' when browsing departures from Chicago O'Hare International Airport (ORD). Make a stop (and maybe make your fare cheaper) by passing through one of these airports:

    • Copenhagen Airport (CPH)

    • Brussels Airport (BRU)

    • Helsinki-Vantaa Airport (HEL)

  • ORD is around 27 kilometres from central Chicago. If you're ride-sharing, catching a taxi or driving from the centre, it'll take you 30 minutes or so to get there, depending on traffic. If you're using public transport, expect the journey time to be around 45 minutes.

  • Catching an early flight from Chicago to Tallinn Lennart Meri Airport? Avoid the last-minute rush to the terminal (and sneak in some bonus sleep) by staying at one of these stays near Chicago O'Hare International Airport:

  • 70% of flights that take off from Chicago O'Hare International Airport make it to their destination on time.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can reach MDW from the centre of Chicago in about 25 minutes by car, depending on traffic. The ride on public transport takes roughly 30 minutes to cover the 16 kilometres or so.

  • Kick off your holiday early with an extra night away from home. Before catching your Chicago to TLL flight, stay in one of these hotels near Chicago Midway International Airport:

  • 76% of flights out of Chicago Midway International Airport meet their expected arrival time.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is around 145 kilometres from central Chicago. Driving from the city centre to the airport takes about 1 hour 40 minutes. If you're considering public transport, expect a journey time of around 2 hours.

  • Make departure day worry-free — stay close to Chicago Rockford International Airport and know you'll be at your boarding gate with time to spare. Check in to one of these hotels the day before if you have an early Chicago to Tallinn Lennart Meri Airport flight:

  • The on-time performance rate of RFD is 71%. In other words, that's how frequently flights that depart this airport arrive at their final stop as planned.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Tallinn Lennart Meri Airport (TLL)

  • If you have a late flight from Chicago to Tallinn Lennart Meri Airport, nothing tops the convenience of staying near the terminal. Pick up your bags from the carousel and then be showered and sleeping not long after at one of these hotels near TLL:

  • Booking your vehicle around four weeks ahead of your Chicago to Tallinn Lennart Meri Airport flight can help you lock in a great deal.

Getting from Tallinn Lennart Meri Airport (TLL) to central Tallinn

  • The centre of Tallinn is about 5 kilometres from Tallinn Lennart Meri Airport. Journey times by car hire or taxi will vary depending on time of day and traffic conditions, so do a little research ahead of time.

  • If you're travelling on public transport, expect a journey time of around 25 minutes.

How to find the cheapest flights from Chicago to Tallinn Lennart Meri Airport (TLL)

  • At the moment, ₹ 31,926 is the lowest price we've found for a one-way ticket from Chicago to Tallinn Lennart Meri Airport. The cheapest price for a return flight is ₹ 54,761. Keep in mind fares may change due to availability at the time of booking.

  • To pick up cheap flights from Chicago to TLL, book ahead. Airlines generally offer lower fares when tickets first go on sale.

  • The 'Whole month' tool will show you the cheapest Chicago to Tallinn Lennart Meri Airport tickets throughout the entire month. It's a good way to snap up a bargain if your travel dates are flexible.

  • Be the first to know about deals for plane tickets from Chicago to TLL by setting up a Price Alert. We'll send you an email or notification through the app when a lower fare pops up.

  • Hunt for savings on a flight from Chicago to Tallinn Lennart Meri Airport with the help of the filters. Pick your ideal departure and arrival times, number of stops and airlines. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest.'

The best time to fly from Chicago to Tallinn Lennart Meri Airport (TLL)

  • December is the quietest month for flights from Chicago to Tallinn Lennart Meri Airport (TLL), while June is the most popular. Pick the ideal time to visit Tallinn based on whether you like a laid-back vibe or a lively atmosphere.

  • Before locking in your Chicago to TLL plane ticket, consider the kind of weather you prefer. July is the warmest month in Tallinn, with temperatures ranging from 12ºC to 26ºC.

  • If you like cooler conditions, look for a cheap ticket from Chicago to Tallinn Lennart Meri Airport in January when temperatures are between -13ºC and 3ºC.

More about Tallinn

  • When it comes to searching for somewhere to rest your head, you'll find the best stays in Tallinn right here. Browse these options as soon as you've booked your flight from Chicago to Tallinn Lennart Meri Airport:

  • There are so many things to see and do in this city, it can be tricky to know where to begin. Old Town of Tallinn, Former KGB headquarters and Tallinn City Museum are top sights which should feature on every Tallinn itinerary.

Explore more of Estonia

  • Tartu is just one of the many cities in Estonia waiting to be discovered once you've seen the sights of Tallinn. Around 153 kilometres away to the southeast, its best attractions include Estonian National Museum, Tartu 2024 landmark and St Lawrence Church of the Estonian Evangelical Lutheran Church.

  • If there's time to check out another major destination in Estonia, head for Narva, about 193 kilometres east of Tallinn. Narva Castle, Narva Cascades and Narva Alexander's Cathedral are the start of reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.