How to find cheap flights from Chicago Midway Airport (MDW) to Estonia
Pick up a return flight from Chicago Midway Airport (MDW) to Estonia starting at P73,540, the cheapest price currently available.
You'll be travelling from MDW into Tallinn in Tallinn with that fare.
P36,977 is the lowest price available for a one-way journey.
Want to let the lowest fares decide where you head to next? Select 'Estonia' in the 'To' field to find the cheapest deals by city.
Estonia has two international airports you can touch down at.
For a wider price comparison, select 'Add nearby airports' to include all airports close to where you're departing from and heading to.
For lower fares, aim to book about two months before you travel. If your trip lines up with a busy period, it's worth booking even earlier.
Get notified when prices change by creating a Price Alert. Download the Skyscanner app to get real-time updates sent to your phone.
Best time to fly from Chicago Midway Airport (MDW) to Estonia
February is typically the cheapest month to hop on a flight from Chicago Midway Airport (MDW) to Estonia, with prices starting from P73,540.
A midweek departure can often work in your favor. Fares are generally lower on Tuesdays and Wednesdays than on other days of the week.
The busiest months to fly to Estonia are July, August and September. September is the most popular month, which often comes with higher fares.
If you want a slower-paced trip, January, May and December are the least popular months to fly. January is the quietest month, making cheaper tickets easier to find.
Popular places to visit in Estonia
Your Chicago to Estonia flights are booked. Now it's time to decide what your itinerary will look like.
Tallinn
Located in Harju County, this city is a leading destination for flights departing Chicago Midway Airport heading to Estonia. Vanalinn, Former KGB headquarters and Tallinn City Museum are popular with first-time visitors.
Tallinn Lennart Meri Airport (TLL) manages most international flights into Tallinn.
Looking for the perfect place to stay? Explore the range of hotels in Tallinn.
Tartu
Estonian National Museum, Tartu 2024 landmark and Tartu St Luke's United Methodist Church offer a solid introduction to the highlights in this Tartu County city.
Touch down at Tartu Ulenurme Airport (TAY) and go straight from arrivals to discovering the sights.
The same magic behind our flight search can also help you find the best room rates online. Use it to compare prices and availability across hotels in Tartu.
Kuressaare
Swing by major sights like Kuressaare Episcopal Castle, St. Nicholas Church and Medieval Activity Centre Archebald while you're in this corner of Saare County.
Kuressaare Airport (URE) is the city's main airport, with routes connecting it to major destinations across the region and beyond.
Grab a deal on where you'll stay by browsing the list of hotels in Kuressaare.
Visiting Estonia for the first time? Here's what you need to know
Know the entry rules before you go. Rules can vary depending on your reason for travel and your passport. Always check with official sources like your travel agent, airline or the local embassy.
The population of Estonia is roughly 1.3 million. Tallinn is the capital.
This destination has one standard time zone of UTC+2.
To enjoy warmer weather in Estonia, consider going in July when average daytime highs reach 22ºC (72ºF).
Conditions are often coolest around January, when average low temperatures drop to -7ºC (19ºF). Check the weather conditions before you head off.
April is usually the driest month, while August is the wettest.
Well-known events on the local calendar include the Estonian Song and Dance Celebration, Midsummer's Eve and the Tallinn Christmas Markets. Line up your travels around moments like these to experience something beyond the ordinary.
Complete your trip with hotels and a car rental
With your cheap flight from Chicago Midway Airport (MDW) to Estonia locked in, it's time to plan the rest of your travels. Find competitive prices and exclusive rates for hotels in Estonia. You can also browse the car rental options in Estonia and compare offers from trusted companies in seconds.