Day 1 – Welcome to Chicago
Welcome to Chicago! Make your way to your chosen hotel, where you can relax after your…
Chicago City Break
4 day City Break – from £379
With flights from £1029
This sparkling city boasts everything from world-class museums and staggering architecture to rockin’ festivals and an excellent array of dining options.
Highlights:
- Enjoy luxurious shopping along Chicago’s famed Magnificent Mile
- Immerse yourself in the soulful rhythms of Chicago’s vibrant jazz and blues scene
- Experience breathtaking heights at the Willis Tower
- Delve into the rich history and diverse culture of Chicago
Your Itinerary
Expand AllYou can customise this itinerary by adding extra nights or experiences. Just let us know what you would like to do.
Welcome to Chicago! Make your way to your chosen hotel, where you can relax after your flight, or drop off your bags and head out into the energetic streets of this incredible city.
Your chosen Chicago Hotel
Day 2 to 3 – CityPASS & Free Time
Explore the city with the Chicago CityPASS. With this convenient pass, you’ll have access to the…
Explore the city with the Chicago CityPASS. With this convenient pass, you’ll have access to the city’s most iconic attractions, including the Shedd Aquarium, Skydeck Chicago, and The Field Museum. Dive into the underwater wonders of the Shedd Aquarium, where you’ll encounter a dazzling array of marine life. Then, ascend to the thrilling heights of Skydeck Chicago, where you can step out onto the glass-floored observation deck for panoramic views of the city skyline. Finally, immerse yourself in history and culture at The Field Museum, home to an impressive collection of artifacts and exhibits. With the Chicago CityPASS, you’ll enjoy a wonderful Chicago experience while saving time and money on admission to these must-see attractions.
Your chosen Chicago Hotel
Day 4 – Farewell from Chicago
Make your way to the airport for your flight home or on to your next destination.
Make your way to the airport for your flight home or on to your next destination.
Your Itinerary
You can customise this itinerary by adding extra nights or experiences. Just let us know what you would like to do.
Day 1
| Welcome to Chicago
Welcome to Chicago! Make your way to your chosen hotel, where you can relax after your flight, or drop off your bags and head out into the energetic streets of this incredible city.
Your chosen Chicago Hotel
Day 2 to 3
| CityPASS & Free Time
Explore the city with the Chicago CityPASS. With this convenient pass, you’ll have access to the city’s most iconic attractions, including the Shedd Aquarium, Skydeck Chicago, and The Field Museum. Dive into the underwater wonders of the Shedd Aquarium, where you’ll encounter a dazzling array of marine life. Then, ascend to the thrilling heights of Skydeck Chicago, where you can step out onto the glass-floored observation deck for panoramic views of the city skyline. Finally, immerse yourself in history and culture at The Field Museum, home to an impressive collection of artifacts and exhibits. With the Chicago CityPASS, you’ll enjoy a wonderful Chicago experience while saving time and money on admission to these must-see attractions.
Your chosen Chicago Hotel
Day 4
| Farewell from Chicago
Make your way to the airport for your flight home or on to your next destination.
This City Break Includes
3 nights hotel accommodation
Chicago CityPASS
Flights & More
With FREEDOM, you can book your Chicago City Break city break and flights together, as an ATOL protected package. Our Travel Experts can find the best priced Economy, Premium or Business Class flights for you.
Next Step
Please get in touch with our America Experts to start planning your holiday. You’ll have a single point of contact from your first enquiry through booking.
Chicago City Break
4 day City Break – from £379
With flights from £1029
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