West Bucktown Vacation Packages

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Top Holiday Package Deals in West Bucktown

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 CA $1,051, price is now CA $770 per person
CA $770
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (3,105 reviews)
Location was great. Front desk staff were friendly and helpful

Reviewed on Oct 26, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,855, price is now CA $954 per person
CA $954
per person
Dec 19 - Dec 22
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was CA $1,882, price is now CA $1,302 per person
CA $1,302
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Wonderful stay, super clean and staff was verybhelpful

Reviewed on Oct 26, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,400, price is now CA $973 per person
CA $973
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
The stay was everything I love the view and peaceful. Thank you

Reviewed on Oct 26, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,327, price is now CA $978 per person
CA $978
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
It’a a beautiful and charming building with just the right amount of modernity. My room was a tad bit smalller than I’d expected (queen bed) and the view was nonexistent but cozy and comfortable for for a single person. The room came with a fully stocked mini fridge, a Nespresso machine and two very plush bath robes. The staff was very accommodating and friendly. Each day I was there(three), housekeeping was excellent Shopping, dining and spectacular architecture are in ample supply right outside your door. Will definitely stay here when I’m there city!

Reviewed on Oct 26, 2026

Where to stay in West Bucktown

Find the best West Bucktown areas and neighborhoods for the activities you enjoy most. Learn more about West Bucktown
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

West Bucktown Hotel Deals

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 CA $146 per night from Nov 11 to Nov 12
CA $146
CA $174 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very good! (10,117 reviews)
"The building is architecturally beautiful. It needs major consideration on the interior such as the walls they elevators and improved the smell of the interior and it’s definitely overpriced."

Reviewed on Oct 26, 2026

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 CA $170 per night from Nov 22 to Nov 23
CA $170
CA $202 total
Nov 22 - Nov 23
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 CA $162 per night from Nov 22 to Nov 23
CA $162
CA $193 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (5,574 reviews)
"Not the greatest property, outdated"

Reviewed on Oct 26, 2026

River Hotel
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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.
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Frequently asked questions

How much does a West Bucktown vacation package cost?
The cheapest West Bucktown vacation package is CA $770, so your dream getaway can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to create a package that fits you.
How do I get a cheap travel package to West Bucktown?
Lock in flights that suit your schedule, add a hotel room to your booking and see how much you save with a West Bucktown vacation package. It's as simple as that! From hotels and flights to tours and rental cars, Expedia makes traveling on the cheap easy. And with over 550 airlines and 1,000,000 properties worldwide to pick from, you won't be short of choice.
Where should I stay in West Bucktown?
Vacationers come from all over the world to experience Wrigley Field and Lincoln Park Zoo in West Bucktown. Book yourself a room near these popular attractions to make sightseeing easy.
What are the top hotels in West Bucktown?
Whether you plan to stay for one night or a week in West Bucktown, you'll get a great night's sleep at Ray's Bucktown B&B. This option is a top choice for lots of travelers.
How far in advance should I book my West Bucktown vacation?
To score rock-bottom prices, book as early as you can. Air carriers generally release flights, along with some of the lowest fares, nearly a year prior to departure. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in West Bucktown, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia West Bucktown travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your ideal West Bucktown trip. You can also add on a few experiences and activities once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll get access to deals you won't find anywhere else.
What should I know before booking a West Bucktown travel package?
Bundling your bookings into a West Bucktown vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a West Bucktown Expedia vacation package?
Yes — that's the beauty of an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners around the world, so you have loads of choice when arranging your West Bucktown getaway.
If I'm not able to travel, can I cancel my West Bucktown vacation package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Booked your West Bucktown vacation package in the last 24 hours? You may be able to make any changes for free. For bookings older than that, you may incur a charge from your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We're here to help you every step of the way.

Stay near popular West Bucktown attractions

Concord Music Hall

Concord Music Hall is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
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.