Bucktown Vacations
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Where to stay in Bucktown
Find the best Bucktown areas and neighborhoods for the activities you enjoy most. Learn more about Bucktown
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.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Bucktown Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
NT$3,656
NT$4,346 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very Good! (10,313 reviews)
"Great location, serious service and sanitation failures. Rooms are dated, which could be charming. The TV has basic channels only, so bring a Chromecast or Roku. The in room tablet is useless; that money should have gone to the TVs. Room service never came. I ordered biscuits and gravy and pancakes. ..."
Reviewed on 2026/8/25
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
NT$4,268
NT$5,074 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (2,096 reviews)
"The international breakfast was amazing. The valet was prompt."
Reviewed on 2026/8/25
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
NT$8,146
NT$9,563 total
Sep 18 - Sep 19
includes taxes & fees
8.4/10 Very Good! (2,442 reviews)
"It is located walking distance within the airport"
Reviewed on 2026/8/25
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 Bucktown vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Bucktown from just . And the more you bundle, the more you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Bucktown?
Secure flights that suit your busy schedule, add a hotel room to your booking and watch how much you save with a Bucktown vacation package. It's as easy as that! From flights and hotels to rental cars and tours, Expedia makes traveling cheap and easy. And with over 550 airlines and 1,000,000 hotel options globally to select from, you'll never be short of choice.
Where should I stay in Bucktown?
A journey to Bucktown isn't over until you've seen Wrigley Field and Lincoln Park Zoo. Look for somewhere to stay close by so you can easily access these awesome tourist attractions.
What are the top hotels in Bucktown?
If this will be your first time in Bucktown, secure a room at The Hotel at Midtown or Ray's Bucktown B&B. Both offer comfortable beds and are favorites with many savvy travelers.
How far in advance should I book my Bucktown vacation?
The earlier you book, the better. Airlines usually release flights up to a year prior to departure, and this is when you can pick up some of the cheapest prices. Boss just told you to use up your vacation time next month? No need to worry. Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Bucktown travel package include?
That depends on you. You can choose from a variety of Bucktown packages, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your ideal Bucktown break looks like, get ready to save!
What should I know before booking a Bucktown travel package?
Locking in all the parts of your trip together is an excellent way to save. Combine your car rentals, airfares and hotels into a neat little package. But hotels aren't your only option. Expedia offers all sorts of properties, including vacation rentals like mountain cabins and short-term homes. The list goes on!
Can I choose my airline with a Bucktown Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Bucktown vacation package?
You can cancel your Bucktown booking if your plans have changed. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
Stay near popular Bucktown attractions
Riverfront Plaza
Explore the great outdoors at Riverfront Plaza, a lovely green space in Chicago. Discover the festivals and churches in this walkable area.
Holstein Park Public Pool
After visiting Holstein Park Public Pool, make a plan to see the other sights and activities in Chicago. Discover the festivals and churches in this walkable area.
Holstein Park
You can take time to visit Holstein Park during your travels to Chicago. Discover the festivals and churches in this walkable area.
Gorilla Tango Theatre
You can get tickets for a performance at Gorilla Tango Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.