Bucktown Holidays from AU$2,345

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Your Bucktown Holiday

From its bars and pubs to its shopping and cafes, there are almost endless great reasons to book a holiday package to Bucktown. When it's time to escape the everyday, this trendy neighbourhood is waiting to welcome you. Some popular nearby attractions to visit during your trip to Bucktown include Wrigley Field, United Centre and Lincoln Park Zoo. Whatever your ideal Bucktown holiday may look like, you can make it a reality with Expedia.

Top Holiday Package Deals in Bucktown

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
AU$2,345
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
8.2/10 Very good! (2,960 reviews)
Great location but the rooms are small and outdated

Reviewed on 1 Sept 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
AU$3,791
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
Pablo was amazing and he made my 50th birthday experience amazing . Thank you for the champagne and cake surprise . Super recommended .

Reviewed on 1 Sept 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
AU$2,846
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
AU$3,216
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
Underground parking was horrible and shared with valet. Paid 70/night for parking just to struggle looking for a parking. Tight pillars and cross traffic parking. Wouldnt recommend oversized vehicles either. Also, the refrigerator was not working

Reviewed on 1 Sept 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
AU$3,051
per person
11 Nov - 18 Nov
found 1 day ago
Return flight included
Brisbane (BNE) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The room was very clean and spacious. Staff was very informative about what was accessible during our stay. I would definitely stay here again if I come back to visit Chicago.

Reviewed on 1 Sept 2026

Our guide on where to stay in Bucktown

Find the best Bucktown areas and neighborhoods for the activities you enjoy most. Learn more about Bucktown
A busy city street with tall buildings, a bus, and cars.

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.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Our pick of the best Bucktown Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
AU$169
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (10,243 reviews)
"Beautiful building. Clean room and fairly spacious. Bed wasn't super comfortable but it was fine for 2 night stay. The elevators were fast and we had a small view of the lake and Michigan Ave. Super convenient location with lots of food choices within short walk. Easy walk to museum center and Soldier ..."

Reviewed on 1 Sept 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
AU$202
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (2,144 reviews)
"Need to take those carpets out and clean bugs off of curtains and shower. Disgusted me slightly"

Reviewed on 1 Sept 2026

The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
Kasa Magnificent Mile Chicago
See all 4,580 properties in 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 Bucktown holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Bucktown from just AU$2,345. And the more you bundle, the more you save. Your dream holiday 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 holiday package. It's as easy as that! From flights and hotels to rental cars and tours, Expedia makes travelling 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 favourites with many savvy travellers.
How far in advance should I book my Bucktown holiday?
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 holiday 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 holiday homes like mountain cabins and short-term homes. The list goes on!
Can I choose my airline with a Bucktown Expedia holiday 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 holiday 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.
See properties

Holstein Park

You can take time to visit Holstein Park during your travels to Chicago. Discover the festivals and churches in this walkable area.
See properties

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.
See properties

Gorilla Tango Theatre

You can make plans for a show at Gorilla Tango Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
See properties

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$38
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

AU$56
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$56
per adult
94% of travellers recommend
Wendella's 90-min Chicago 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.