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 – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,487, price is now CA $1,004 per person
CA $1,004
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (453 reviews)
It’s a bit loud on the weekend. There is no daily housekeeping but great space and great location.

Reviewed on Apr 17, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,434, price is now CA $1,498 per person
CA $1,498
per person
Jul 1 - Jul 8
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Yessss it’s was amazing

Reviewed on Apr 13, 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 $1,916, price is now CA $1,246 per person
CA $1,246
per person
Jun 11 - Jun 15
found 18 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .

Reviewed on Apr 17, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,845, price is now CA $1,229 per person
CA $1,229
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,120 reviews)
The anti hero beer,the doorman,staff,the comfortable bed, shower 🚿,

Reviewed on Apr 18, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $3,219, price is now CA $2,251 per person
CA $2,251
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Celebrate my birthday here and upon arrival was given champagne. It made my evening even better. I felt at home will be returning

Reviewed on Apr 18, 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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Apr 26 to Apr 27
CA $183
CA $215 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,155 reviews)
N/A

Reviewed on Apr 18, 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Apr 26 to Apr 27
CA $190
CA $223 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,859 reviews)
Clean and easy check in.

Reviewed on Apr 17, 2026

Embassy Suites by Hilton Chicago Downtown River North
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 $158 per night from Apr 26 to Apr 27
CA $158
CA $185 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,143 reviews)
Staff was friendly and helpful. There are fridges but no microwaves in the rooms - one microwave available on the first floor for communal use, which was clean & well-maintained. Note that the guest room floors do not require keycard access, anyone can take the elevator up. Had to run the shower ...

Reviewed on Apr 19, 2026

Congress Plaza Hotel
See all 4,797 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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a West Bucktown vacation package cost?
The cheapest West Bucktown vacation package is CA $1,004, 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

4.5/5(159 reviews)

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

4.5/5(3 reviews)

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

4.5/5(460 reviews)

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
Art Institute of Chicago

Art Institute of Chicago

CA $55
per adult
94% of travellers recommend
Art Institute of Chicago
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
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.