Canaryville Holidays from £795

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Your Canaryville Holiday

Canaryville is beckoning! Whatever type of escape you're organising, get ready to discover the best of this neighbourhood with a Canaryville holiday package. Your trip to Canaryville wouldn't be complete without a visit to top attractions nearby such as University of Chicago, Guaranteed Rate Field and Wintrust Arena. No matter your travel plans or the size of your budget, booking a perfect Canaryville holiday is simple with Expedia.

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Downtown Chicago
£795
per person
1 Oct - 6 Oct
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very good! (2,079 reviews)
Perfect location

Reviewed on 7 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
£1,055
per person
1 Oct - 6 Oct
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
Save 100% on your flight
£2,406
per person
9 Oct - 15 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
Save 100% on your flight
£1,900
per person
7 Oct - 14 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,779 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
Save 100% on your flight
£992
per person
1 Oct - 6 Oct
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
Great staff, great place!

Reviewed on 5 Aug 2026

Where to stay in Canaryville

Find the best Canaryville areas and neighborhoods for the activities you enjoy most. Learn more about Canaryville
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago
A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

Find hotels in The Loop
A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

Find hotels in Magnificent Mile
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Find hotels in River North
A nighttime cityscape with fireworks over a body of water, a Ferris wheel, and illuminated buildings.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Find hotels in Theatre District

Top hotels in Canaryville

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£93
7 Sept - 8 Sept
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£126
10 Aug - 11 Aug
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
£185
29 Aug - 30 Aug
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 4,534 properties in Canaryville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Frequently asked questions

How much does a Canaryville travel package cost?
Get ready to book, because a trip to Canaryville starts from an affordable £795. When you bundle your flights, hotels and car rentals into a travel package, you'll walk away with the lowest prices.
If I'm not able to travel, can I cancel my Canaryville travel package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Canaryville travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.
How do I get a cheap travel package to Canaryville?
Crafting your own Canaryville travel package with Expedia is a simple way to save. We have more than 550 partner airlines and 1,000,000 properties globally. With such an amazing range to choose from, you'll have no hassles putting together your perfect getaway.
Does Expedia offer Book Now, Pay Later Canaryville holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fabulous getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Check out these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.
Where should I stay in Canaryville?
A journey to Canaryville isn't complete without stopping by Millennium Park and Wrigley Field. Stay at a hotel nearby for easy access to these terrific attractions.
What are the top hotels in Canaryville?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are among the most well-known hotels in Canaryville. Why not check out the rates and amenities at each and then decide?
How far in advance should I book my Canaryville holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. A number of air carriers display prices up to 12 months prior to take off. This is often the cheapest time to book. If circumstances have left you booking late, incredible deals to Canaryville sometimes become available a few weeks before departure.
What does an Expedia Canaryville travel package include?
That depends entirely on you. You can select from a range of Canaryville bundles, such as a rental car, flight and hotel. You can also book a hotel with a flight, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your Canaryville escape looks like, you're sure to save!
What should I know before booking a Canaryville travel package?
We already have low prices. However, you'll snap up even more bargains when you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a Canaryville Expedia travel package?
Yes, you can. We offer more than 550 airline partners across the globe, so choose the carrier that fits your budget and travelling style.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.