Canaryville Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,271, price is now €1,045 per person
€1,045
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
Charged for an extra night that we didn’t stay and called and was told a reimbursement was completed. Five days later, the full charge for the night we didn’t stay posted in my account and with no reimbursement. When I called again, was told there was nothing they could do because the reimbursement was “released” and I would have to wait to talk to a manager when they arrived which would not be until the nighttime hours.

Reviewed on 14 Nov 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,472, price is now €1,113 per person
€1,113
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
Loved staying here! Beautiful property! Lovely room and amenities! Can’t wait to start again!!

Reviewed on 15 Nov 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was €1,506, price is now €1,213 per person
€1,213
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
Amazing great staff, very friendly front desk! Clean rooms and amazing views.

Reviewed on 15 Nov 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was €1,366, price is now €1,115 per person
€1,115
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,527 reviews)
Very clean and comfortable. Valet was helpful and kind

Reviewed on 13 Nov 2026

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was €1,399, price is now €1,158 per person
€1,158
per person
29 Dec - 3 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (3,397 reviews)

Where to stay in Canaryville

Find the best Canaryville areas and neighborhoods for the activities you enjoy most. Learn more about Canaryville
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Canaryville

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €125 per night from 22 Nov to 23 Nov
€125
22 Nov - 23 Nov
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is €125 per night from 1 Dec to 2 Dec
€125
1 Dec - 2 Dec
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is €107 per night from 15 Dec to 16 Dec
€107
15 Dec - 16 Dec
includes taxes & fees
8.8/10 Excellent! (5,617 reviews)
"Amazing spot right in the middle of the action, shopping to the north and attractions to the south. The river right beside the hotel and the lake a short walk away. My room was a little tight but I am not in Chicago to be in my room. Would stay here again in a heartbeat."

Reviewed on 14 Nov 2026

River Hotel
See all 4,525 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.

Frequently asked questions

How much does a Canaryville holiday package cost?
Get set to book, because a trip to Canaryville starts from an enticing €1,045. When you bundle your hotels, flights and car rentals into a package, you'll enjoy the biggest deals.
How do I get a cheap travel package to Canaryville?
Browse and lock in everything in the one place with our Canaryville holiday packages. You'll find bargains on hotels, flights, tours and more that'll keep your pocketbook happy and your sense of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotels globally to select from, there are endless opportunities to mix and match.
Where should I stay in Canaryville?
With loads to explore in Canaryville, it'd be handy for you to stay close to its attractions. St. Bernard Hospital, S.S. Peter and Paul Church and University of Illinois Mile Square Health Centre are some fascinating ones to add to your must-see list.
How far in advance should I book my Canaryville holiday?
It can be tricky to know exactly when is the perfect time to book your Canaryville holiday. But typically the earlier you book, the better the prices. Sometimes, you can secure your flights and hotels up to 12 months prior to your departure date. If you're thinking of a last-minute getaway, no need to fret! There are fantastic deals advertised on Expedia all the time.
What does an Expedia Canaryville travel package include?
Packages include rental cars, flights and hotels, but you can mix and match them to create your perfect Canaryville holiday. You can also add on fun things like activities and experiences once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll enjoy deals you won't find elsewhere.
What should I know before booking a Canaryville travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you've created your package, you can add on things like activities or tours. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Canaryville Expedia holiday package?
Yes, definitely. Expedia has over 550 partner airlines to choose from all over the world. With all that choice at your fingertips, finding the ideal carrier to take you to Canaryville will be a cinch.
If I'm not able to travel, can I cancel my Canaryville holiday package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Canaryville holiday package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your hotel, car rental company or airline may impose a fee. Looking for more information? Look up our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€22
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

€36
per adult
92% of travellers recommend
Art Institute of Chicago
Architecture River Tour from Michigan Avenue

Architecture River Tour from Michigan Avenue

€41
per adult
98% of travellers recommend
Architecture River Tour from Michigan Avenue
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.