Bucktown Holidays from AU$1,788

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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.
Grand Royal Hotel O'Hare - Chicago

Grand Royal Hotel O'Hare - Chicago

3.5 out of 5
Price was AU$2,701, price is now AU$1,788 per person
AU$1,788
per person
19 Feb - 22 Feb
found 19 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
5.8/10 (215 reviews)
Friendly front desk, easy and convenient for my overnight layover in Chicago

Reviewed on 7 Nov 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was AU$3,209, price is now AU$2,099 per person
AU$2,099
per person
19 Feb - 22 Feb
found 19 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Stayed prior to flight, clean, quiet room!

Reviewed on 13 Jan 2026

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Price was AU$2,982, price is now AU$1,966 per person
AU$1,966
per person
19 Feb - 22 Feb
found 19 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,404 reviews)
The sweetest staff ever! Very welcoming. Had a great stay!

Reviewed on 9 Jan 2026

Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
Price was AU$2,771, price is now AU$1,831 per person
AU$1,831
per person
19 Feb - 22 Feb
found 19 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (782 reviews)
Everything was excellent but they need to fix the Elevator the last time l was there in October its broken

Reviewed on 6 Jan 2026

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was AU$2,807, price is now AU$1,861 per person
AU$1,861
per person
19 Feb - 22 Feb
found 19 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
7.2/10 Good! (1,003 reviews)
Hot water issue. Goy only Luke warm

Reviewed on 10 Jan 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
Downtown Chicago featuring 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

Our pick of the best Bucktown Hotel Deals

Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 2 Feb to 3 Feb
AU$272
2 Feb - 3 Feb
includes taxes & fees
8.4/10 Very Good! (2,523 reviews)
Yes great Hotel everything was perfect

Reviewed on 12 Jan 2026

Hilton Chicago
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 AU$141 per night from 1 Feb to 2 Feb
AU$141
1 Feb - 2 Feb
includes taxes & fees
8.8/10 Excellent! (3,691 reviews)
Yes

Reviewed on 11 Jan 2026

Hilton Chicago/Magnificent Mile Suites
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 30 Jan to 31 Jan
AU$131
30 Jan - 31 Jan
includes taxes & fees
8.6/10 Excellent! (2,055 reviews)
Super fast and easy check in / out experience, amazing location and very affordable

Reviewed on 11 Jan 2026

Club Quarters Hotel Wacker at Michigan, Chicago
See all 4,866 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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$1,788. 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.

Discover the most popular places to visit in Bucktown

Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Chicago Riverwalk featuring a bay or harbour, a city and a river or creek

Chicago Riverwalk

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

Chicago Riverwalk

Activities

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$66
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$37
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

AU$60
per adult
92% of travellers recommend
Art Institute of Chicago
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.