Wicker Park Holidays from AU$1,994

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Your Wicker Park Holiday

Lock in a holiday package to Wicker Park and get set to experience its nightlife, bars and pubs and cafes. However you plan to spend your stay in this food-lovers neighbourhood, there are plenty of opportunities for fun and relaxation. Your trip to Wicker Park wouldn't be complete without exploring leading attractions nearby such as University of Illinois Chicago, United Centre and Humboldt Park. No matter your travel goals or the size of your budget, booking your dream Wicker Park holiday has never been easier with Expedia.

Top Holiday Package Deals in Wicker Park

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
Downtown Chicago
Price was AU$4,010, price is now AU$1,994 per person
AU$1,994
per person
22 Oct - 25 Oct
found 16 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
8.8/10 Excellent! (1,782 reviews)
Great location but 1 elevator was out leaving only one elevator for the upper floors. This led to occasional long wait times although the staff were clearly working hard minimize delays

Reviewed on 20 Aug. 2025

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$4,094, price is now AU$2,004 per person
AU$2,004
per person
22 Oct - 25 Oct
found 16 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
8.2/10 Very Good! (2,727 reviews)
What's not to like! The staff is amazing they are all hard workers and I always stay at this hotel only!!

Reviewed on 20 Aug. 2025

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was AU$4,335, price is now AU$2,142 per person
AU$2,142
per person
22 Oct - 25 Oct
found 16 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9.2/10 Wonderful! (1,517 reviews)
Beautiful experience and great hotel. Incredible staff

Reviewed on 19 Aug. 2025

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk

3 out of 5
Downtown Chicago
Price was AU$4,009, price is now AU$2,004 per person
AU$2,004
per person
22 Oct - 25 Oct
found 16 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9/10 Wonderful! (1,974 reviews)
Location and clean rooms

Reviewed on 19 Aug. 2025

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
Downtown Chicago
Price was AU$4,164, price is now AU$2,115 per person
AU$2,115
per person
22 Oct - 25 Oct
found 16 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
8.6/10 Excellent! (2,774 reviews)
This is a nice place. Love the room and how it feels safe to walk around 😊

Reviewed on 19 Aug. 2025

Our guide on where to stay in Wicker Park

Find the best Wicker Park areas and neighborhoods for the activities you enjoy most. Learn more about Wicker Park
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 Wicker Park Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is AU$217 per night from 24 Aug to 25 Aug
AU$217
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (9,014 reviews)
"Great hotel"

Reviewed on 20 Aug. 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 1 Sept to 2 Sept
AU$275
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,205 reviews)
"Love it"

Reviewed on 19 Aug. 2025

The Wade
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
The price is AU$290 per night from 4 Sept to 5 Sept
AU$290
4 Sept - 5 Sept
includes taxes & fees
8.4/10 Very Good! (4,723 reviews)
"Kids really enjoyed the pool. Breakfast was good as well"

Reviewed on 17 Aug. 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,707 properties in Wicker Park
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
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Wicker Park holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Wicker Park from just AU$1,994. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Wicker Park?
By bundling. Hotels, flights and rental cars — combine whatever you need into a Wicker Park holiday package to save a pile of cash. Score even bigger bargains when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to tailor your trip your own way. We offer over 550 airlines and 1 000 000 properties across the globe, so that everyone has a chance to travel and live out those holiday dreams.
Where should I stay in Wicker Park?
Make sightseeing easier by staying near Wicker Park's biggest attractions. University of Illinois Chicago and United Centre are two of the best in the area.
What are the top hotels in Wicker Park?
If it's your very first time in Wicker Park, lock in a room at Wicker Park Inn or The Robey, Chicago, a Member of Design Hotels. Both hotels offer comfortable beds and are favourites with many travellers.
How far in advance should I book my Wicker Park holiday?
Your safest bet is to book early. Airlines typically release flights up to a year prior to departure, and this is a fantastic opportunity to score some rock-bottom prices. Boss just told you to use up your holiday time next week? That's fine too — Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Wicker Park travel package include?
Rental cars, flights and hotels, or any combination of them — it's your pick! Whether you're exploring Wicker Park with the entire family or travelling solo, there's a package to suit every style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Wicker Park travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and pick up exciting discounts. Hotels aren't your only option, however. Book with us and take your pick of beachside condos, chalets in the middle of mountains and even ranches and treehouses!
Can I choose my airline with a Wicker Park Expedia holiday package?
Yes, so take your pick! Expedia has access to more than 550 airlines around the world, so you can tailor your Wicker Park adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Wicker Park holiday package?
If your holiday plans in Wicker Park have been upended, it's good to know that you can cancel or amend your booking. If you made your booking less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a cancellation fee. For more details, visit our Customer Service Portal.

Activities

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

AU$61
per adult
100% of travellers recommend
Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
Wicker Park Walking Tour History Trivia and Local Flavors

Wicker Park Walking Tour History Trivia and Local Flavors

AU$61
per adult
Wicker Park Walking Tour History Trivia and Local Flavors
Historic Homes and Cottages of Wicker Park Walking Tour

Historic Homes and Cottages of Wicker Park Walking Tour

AU$69
per adult
Historic Homes and Cottages of Wicker Park Walking 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.