Canaryville Holidays from £923

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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.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
£923
per person
22 Nov - 29 Nov
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
Save 100% on your flight
£1,389
per person
7 Nov - 14 Nov
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,010 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
£1,418
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Muy bien ubicado y en muy buen estado el Hotel !!

Reviewed on 22 Sept 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,262
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Good location, close to everything

Reviewed on 21 Sept 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
£983
per person
22 Nov - 29 Nov
found 1 hour ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
It was ok

Reviewed on 21 Sept 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 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 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 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 wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Find hotels in Lincoln Park

Top hotels in Canaryville

River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£160
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (5,463 reviews)
"N"

Reviewed on 22 Sept 2026

River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£164
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (10,186 reviews)
"Great"

Reviewed on 22 Sept 2026

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
£167
29 Sept - 30 Sept
includes taxes & fees
8/10 Very good! (2,303 reviews)
"Great hotel! I love these classic Chicago hotels! Well maintained and very attractive. Bedroom was spacious!"

Reviewed on 22 Sept 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,559 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 £923. 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
Flyover in Chicago

Flyover in Chicago

£23
per adult
98% of travellers recommend
Flyover in Chicago
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.