The adventure awaits
Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history.
Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history.
Deposit
Your itinerary - Easy to personalizeincluded
Day 1
The first day will be a lahar - you will arrive, check in and if you have the energy, walk around the area.
Day 2
Today you will see the world from a bird's eye view.
Day 3
You have to take a ride on the 'L'. You just have to. It's an integral part of Chicago, and if you don't ride it at least once, it's like you've never been to Chicago. And while you're at it, go sightseeing.
Accommodation where you'll rest easyincluded
Nights 1–6
Flights that get you thereincluded
In-app guideincluded
Select your travel group
Choose the dates that work best for you
Just pay a deposit of $560 today and pay the balance by 11/7/2026
Overall trip rating
Trip creator
itinerary by Dominika Eliasova
The adventure awaits
Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history.
Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history.
Deposit
Your itinerary - Easy to personalizeincluded
Day 1
The first day will be a lahar - you will arrive, check in and if you have the energy, walk around the area.
Day 2
Today you will see the world from a bird's eye view.
Day 3
You have to take a ride on the 'L'. You just have to. It's an integral part of Chicago, and if you don't ride it at least once, it's like you've never been to Chicago. And while you're at it, go sightseeing.
Accommodation where you'll rest easyincluded
Nights 1–6
Flights that get you thereincluded
In-app guideincluded
Select your travel group
Choose the dates that work best for you
Just pay a deposit of $560 today and pay the balance by 11/7/2026
Overall trip rating
