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 $1,207, price is now CA $798 per person
CA $798
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
everyone at the front desk was helpful and quite nice. room and amenities very clean. gym was well done for such a small space. would be great if there was a bathroom there. coffee and fresh fuit in the morning was awesome.

Reviewed on Jun 19, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,758, price is now CA $1,194 per person
CA $1,194
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (493 reviews)
This location is primarily a place where people live as in an apartment complex. The hotel part of it seems to be more for people doing longer stays. That means you’re not get the normal amenities or service you would get with a more traditional hotel. It is not a bad location, but I would try not to stay here again.

Reviewed on Jun 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 $2,439, price is now CA $1,687 per person
CA $1,687
per person
Sep 14 - Sep 17
found 18 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Usually this is one of the best property but this time they had water pipe burst and elevators werent working because of that. It was very inconvinient for this stay.

Reviewed on Jun 20, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,746, price is now CA $1,217 per person
CA $1,217
per person
Sep 14 - Sep 17
found 18 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,982, price is now CA $1,434 per person
CA $1,434
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,327 reviews)
Close to a ton of great dining options. Nice staff

Reviewed on Jun 20, 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 $193 per night from Jun 29 to Jun 30
CA $193
CA $229 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,148 reviews)
"No hot water. Room was outdated"

Reviewed on Jun 21, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is CA $183 per night from Jun 29 to Jun 30
CA $183
CA $217 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (1,601 reviews)
"Our stay was amazing! Staff was very helpful!"

Reviewed on Jun 19, 2026

The Chicago Hotel Collection - Magnificent Mile
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 $197 per night from Jul 5 to Jul 6
CA $197
CA $235 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (4,452 reviews)
"Clean room exelent"

Reviewed on Jun 19, 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,770 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.
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Frequently asked questions

How much does a West Bucktown vacation package cost?
The cheapest West Bucktown vacation package is CA $798, 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% 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
See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

CA $69
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
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.