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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,886, price is now CA $1,182 per person
CA $1,182
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Everything was amazing from the staff to the amenities, the view and the cleanliness! I will definitely be booking again!

Reviewed on Apr 20, 2026

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was CA $2,345, price is now CA $1,344 per person
CA $1,344
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.4/10 Very Good! (1,791 reviews)
I had a short stay, but it was truly a great experience. I only stayed for one night, and from the moment I arrived, the service was friendly and efficient. The room was clean, comfortable, and well-maintained—perfect for getting a good night’s rest. The next morning, the breakfast was definitely the highlight of my stay. Everything was fresh, delicious, and well-prepared. It was the perfect way to end my visit on a high note. I would definitely come back and highly recommend this hotel.

Reviewed on Apr 20, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $3,116, price is now CA $1,894 per person
CA $1,894
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
No restaurant or available food after 10pm.

Reviewed on Apr 21, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $3,382, price is now CA $2,166 per person
CA $2,166
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (932 reviews)
10/10 highly recommend

Reviewed on Apr 21, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was CA $2,699, price is now CA $1,752 per person
CA $1,752
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,417 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.

Reviewed on Apr 14, 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
Downtown Chicago

Downtown Chicago

5 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 $171 per night from Apr 26 to Apr 27
CA $171
CA $200 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,164 reviews)
The room shown in the picture is not the one they put me on

Reviewed on Apr 21, 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is CA $185 per night from Apr 27 to Apr 28
CA $185
CA $217 total
Apr 27 - Apr 28
includes taxes & fees
8.8/10 Excellent! (5,116 reviews)
The

Reviewed on Apr 21, 2026

River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is CA $118 per night from Apr 26 to Apr 27
CA $118
CA $181 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (2,628 reviews)
The room was actually pretty good and pretty good size for two people and a queen bed I really loved it and I would go back again.

Reviewed on Apr 21, 2026

Hotel Felix River North/Magnificent Mile
See all 4,808 properties in West Bucktown
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 Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a West Bucktown vacation package cost?
The cheapest West Bucktown vacation package is CA $1,182, 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.

Discover the most popular places to visit in West Bucktown

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.