Chicago,USA
City Break
From
$3569
$3569
3 nights in Chicago
What you can expect
Centrally Located Hotel
Three-star Voco Chicago Downtown - Riverwalk
Guided City Tour
Learn about the city & get your bearings
Go City All-Inclusive Pass
Access to 37 attractions and 1 day Hop On - Hop Off Bus included!
Day at Leisure
Time to explore more or just enjoy the hotel facilities
About this trip...
Experience the very best of the Windy City with this exciting 3-night Solos Holidays city break, combining guided sightseeing with plenty of time to explore at your own pace. Discover Chicago's iconic landmarks and vibrant neighborhoods on a guided city tour, then admire the city's spectacular skyline and world-famous architecture from the water on a relaxing architectural river tour. Your 2-day Go City All-Inclusive Pass gives you the freedom to choose from a wide range of attractions and activities, while a 1-day hop-on, hop-off bus tour makes it easy to see even more of the city. With additional free time built into the itinerary, you can shop, dine, visit your must-see attractions or simply soak up the atmosphere of this unforgettable American city.
Interested in visiting Toronto too? Speak to our team about adding our Toronto & Niagara Falls City Break to this trip.
Activity Level:
What's this?
What's included?
Return airport transfers
Private room
Breakfast Daily, + 2 dinners
Welcome drink & information meeting
Half-day guided city tour-
Architectural River Cruise
-
2 day Go City All-Inclusive Pass
-
1 day Big Bus Hop On - Hop Off Ticket
Free Solos App with all your travel documents-
Dedicated Whatsapp group for your trip
Accompanying Solos Tour Leader
What's Extra
- Flights are not included. Let us help you book them! Learn more.
- Travel insurance
- Tips & drinks
- Meals when not included in the itinerary
- Activities when not included in the itinerary
Itinerary
- Arrive Chicago
- City Tour & River Cruise
- Hop On - Hop Off Bus and explore!
- Day at Leisure
- Depart Chicago
What you'll be doing
Day One: Arrive Chicago
Welcome to Chicago! Upon arrival, we'll transfer to our hotel where we have time to unpack, relax and freshen up before meeting the group for a welcome drink and dinner.
- Dinner included
Day Two: Guided City Tour + Architectural River Tour
After breakfast, we meet our guide for a fascinating city tour of Chicago, the famous 'Windy City', situated on the shores of Lake Michigan.
We explore downtown Chicago, known as 'The Loop', and discover some of Chicago's most famous landmarks, including the bustling business district, the iconic Willis Tower (formerly Sears Tower), the historic Board of Trade, Navy Pier and one of the city's most recognizable landmarks, the Chicago Water Tower.
We'll also see the John Hancock Building, the exclusive Gold Coast neighborhood and Lake Shore Drive, before continuing through Lincoln Park to the University of Chicago and the impressive Fountain of Time.
There is plenty more to discover along the way, with a stop at the Shedd Aquarium offering wonderful views across Lake Michigan toward Chicago's spectacular skyline.
We end our tour at the Chicago River, where we board an architectural river cruise. Sit back and relax as we admire some of the Windy City's most iconic buildings and views from the water, including the magnificent Wrigley Building and John Hancock Building.
Disembarking at Michigan Avenue, it is just a short walk back to our hotel, or you may wish to take a leisurely stroll to Pioneer Court, a historic landmark in the heart of the city.
- Breakfast included
Day Three: Chicago your way - Hop on Hop Off Bus
Chicago... Your way!
Today is yours to experience Chicago exactly as you choose. With your All-Inclusive Go City Pass and 1-day hop-on, hop-off sightseeing bus ticket, you have the freedom to explore the Windy City at your own pace, discovering the sights and experiences that capture your imagination.
Simply hop on and off the sightseeing bus as you travel between Chicago's iconic neighborhoods and landmarks, making it easy to see more of this vibrant city in a single day.
With 37 attractions included, there's plenty to choose from. Rise above the city at the Skydeck Chicago, take in spectacular panoramic views from 360 Chicago, uncover fascinating stories at the Field Museum, or immerse yourself in the world of modern and contemporary art at the Museum of Contemporary Art. And that's just the beginning!
Whether you want to admire the skyline from above, delve into Chicago's fascinating history and culture, or simply soak up the atmosphere, today is all about discovering Chicago your way - and checking more unforgettable experiences off your bucket list.
This evening, we meet for a farewell dinner and to share tales of our time in this wonderful city.
- Breakfast & dinner included
Day Four: Depart Chicago
After a leisurely breakfast, why not take a stroll on the Chicago Riverwalk, a scenic 1.25-mile riverside path through the heart of the city? Just a short stroll from the hotel, it's the perfect opportunity to enjoy one last taste of Chicago, soak up the vibrant atmosphere and admire the city's impressive architecture from the riverside.
Alternatively, you may prefer to relax and make the most of the hotel's facilities before we transfer to the airport for our flight home, bringing our unforgettable Chicago adventure to a close.
- Breakfast included
Accommodations
Voco Chicago Downtown - Riverwalk
Nestled on the banks of the Chicago River, the three star Voco Chicago Downtown - Riverwalk hotel offers style, comfort and relaxation, with stunning views of the city's skyline and easy access to all that this amazing city has to offer.
Facilities include
To match the excellent location, the property offers facilities such as WiFi, bar, restaurant, 24hr market with snacks, coffee and more, indoor swimming pool, gym and filtered water stations.
Room includes
The stylish and modern rooms feature WiFi, air conditioning, safe, TV, coffee maker, hair dryer and private ensuite bathroom.
Dates & Prices
Essential Information
Go City App
Prior to departure, it is recommended to download the Go City App where you will find all the information you need to start planning your sightseeing using the hop-on hop-off bus to get around the city.
The app includes entry information, opening hours and a handy map.
To download for Android devices, go to Go City: Travel Plan & Tickets - Apps on Google Play
To download for Apple devices, go to Go City -Travel Plan & Tickets App - App Store
Flights
Whether you'd like us to arrange your flights or prefer to book your own, we're here to make the process easy. Our team can secure flights from the location that suits you best, or provide all the arrival and departure details you'll need if booking independently.
Travel Insurance
We strongly recommend purchasing travel insurance before any trip — it safeguards you against unexpected issues like illness, cancellations, or lost luggage. It also protects your health and travel investment, giving you peace of mind to fully enjoy your journey. Click here. to learn more.
WhatsApp Group
Shortly before your holiday, you will be invited to join an optional WhatsApp group to connect with your fellow travellers and your Tour Leader.
Currency
US Dollars $
Booking Information
It is important to consider whether this trip is suitable for your level of fitness, mobility, and any medical conditions. We are committed to making reasonable adjustments wherever possible. Please tell us about any disability, medical condition, or additional requirements before booking so we can assess whether we can safely and appropriately accommodate your needs. If you are unsure whether this trip is suitable for you, please contact us before booking. We will be happy to discuss the trip requirements and your individual circumstances.
Airport Transfers
The transfer time from Chicago O'Hare International Airport to the hotel is approximately 35 minutes depending on traffic.
Arrival and departure airport transfers are included for the majority of our trips, regardless of whether you book your own flights or our team books your flight. This specific trip includes a complimentary airport transfer option; our team will gladly assist you in securing your transfer. To learn more about flight options, payments, and transfers, click here.
Gratuities
We suggest a Group Collection to cover transfer drivers, and hotel staff of $40.00 per person. Your Tour Leader will collect this on your behalf and distribute it accordingly, thus relieving you of the burden of who, when and how much to tip. The tipping of housekeeping will be left to your individual discretion (a small amount left in your room on departure should cover this and would be much appreciated). As is customary, ‘the hat’ will be passed around for the driver and guide on all optional excursions. For any meals that are not included in your itinerary, or taxi fares, your Tour Leader can advise of an appropriate % to add on. If you choose to have ski lessons, you may also like to thank your ski instructor at the end of the week with a token of appreciation.
