Chicago & Toronto - A Cosmopolitan Combo
Canada
8 days / 7 nights
Multi Centre Holiday
Guide Price £1,249 per person (based on 2 adults sharing)
Multi Centre Holiday
Duration: 8 days/7 nights
The Great Lakes are home to two of North America’s most cosmopolitan and cultural cities. Toronto and Chicago reward visitors with their amazing sightseeing, iconic skyscrapers and diverse food scenes.
- CN Tower
- Chicago River
- Magnificent Mile
- Impressive architecture
from £1,249
per person (based on 2 adults sharing)
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Itinerary
Day 1 Fly to Toronto
Fly to friendly Toronto. Make your way to your hotel and begin exploring this welcoming city. Boasting a lakefront setting, Toronto is brimming with restaurants, breweries and attractions.
Days 2-3 Toronto
The CN Tower dominates the skyline with its distinctive shape – ascend to the viewing platform for sensational views or even have dinner in the revolving restaurant. Explore the varied neighbourhoods, from bohemian Kensington Market to refined Yorkville. Enjoy the city’s many foodie delights in the independent shops, breweries and bars of the Distillery District, or Old Town’s St Lawrence Market. In a city as multicultural as Toronto the food scene is exciting and diverse. One of the world’s most famous natural wonders, Niagara Falls, is easily reached from Toronto, so why not take a guided day tour to see her impressive thundering waters.
Day 4 Toronto to Chicago
A short flight brings you to Chicago in under 2 hours and this dynamic city will wow with its impressive architecture, beautiful parks dotted with works of art and wonderful lakeside vistas.
Days 5-6 Chicago
Perhaps take a boat tour along the Chicago River to learn about the city’s history and view its magnificent skyscrapers. Be sure to the head up the Willis or John Hancock towers to take in the sweeping views across the city and lake. Enjoy shopping on Magnificent Mile, fairground fun at Navy Pier or visit one of the world-class museums. In the evening dine on deep-dish pizza, see a Broadway show in the renowned theatre district or enjoy the music in one of the city’s famed blues clubs.
Days 7-8 Fly home
Make your way to the airport for your flight home.
Optional Excursions: Niagara Falls from Toronto
Chicago CityPASS
Price & Inclusions
- Flights
- 6 nights 3★+ accommodation
We negotiate new offers daily from discounted flights, tours and vehicle hire to free upgrades, added value and unique inclusions. Please call for our latest offers.
The tour itinerary, inclusions and departures are based on travel from 01/08/2026 to 15/12/2026. For holiday guide price terms and conditions, click here.Unmissable Experiences
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