West Bucktown Vacations from ￥241,872

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The Latest West Bucktown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was ￥296,850, price is now ￥241,872 per person
￥241,872
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
It was a nice room for my solo trip

Reviewed on Jan 23, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was ￥450,632, price is now ￥332,884 per person
￥332,884
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
First time there. Staff was helpful and they provided excellent memorable service

Reviewed on Jan 20, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥329,524, price is now ￥245,333 per person
￥245,333
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Incredible location and wonderful satff

Reviewed on Jan 23, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥407,761, price is now ￥319,483 per person
￥319,483
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view

Reviewed on Jan 24, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥310,094, price is now ￥248,588 per person
￥248,588
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Clean room and amenities

Reviewed on Jan 8, 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 showing a city

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 ￥21,020 per night from Feb 14 to Feb 15
￥21,020
￥24,674 total
Feb 14 - Feb 15
includes taxes & fees
8/10 Very Good! (9,799 reviews)
Room was clean. Only interaction i had with staff is when i checked in and checked out. You should add on your advertisement, parking that you pay 62 a day for has no in and out privileges. No one rents a car to leave parked. How many times a day do i have to keep paying 62? I gave it a food rating ...

Reviewed on Jan 20, 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥20,300 per night from Feb 1 to Feb 2
￥20,300
￥28,401 total
Feb 1 - Feb 2
includes taxes & fees
8.4/10 Very Good! (2,571 reviews)
Did not have breakfast

Reviewed on Jan 19, 2026

Hilton Chicago
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 ￥16,470 per night from Feb 5 to Feb 6
￥16,470
￥19,335 total
Feb 5 - Feb 6
includes taxes & fees
8.4/10 Very Good! (5,583 reviews)
Always a great stay, clean, great breakfast, great pool.

Reviewed on Jan 22, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,885 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.

Frequently asked questions

How much does a West Bucktown vacation package cost?
The cheapest West Bucktown vacation package is ￥241,872, 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

Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

Things to do

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,883
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

￥6,325
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago Blackhawks Ice Hockey Game at United Center

Chicago Blackhawks Ice Hockey Game at United Center

￥10,567
per adult
Chicago Blackhawks Ice Hockey Game at United Center
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.