Wicker Park Holidays from AU$1,953

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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.
Sheraton Suites Chicago Elk Grove

Sheraton Suites Chicago Elk Grove

3.5 out of 5
Price was AU$2,924, price is now AU$1,953 per person
AU$1,953
per person
1 Feb - 8 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
16/10 Exceptional! (1,002 reviews)
There was only one elevator working, but they had the service elevator working as well. There was still a long wait for an elevator at times. There was no cooling system available in the room was hot, so we left the windows open. When we got there, there was pubic hair in the bathtub and a used wash cloth laying underneath the shower curtain on the tub side other than that or stay was pleasant

Reviewed on 18 Nov 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
Price was AU$3,042, price is now AU$2,012 per person
AU$2,012
per person
1 Feb - 8 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
17.2/10 Exceptional! (2,617 reviews)
The rooms were ok. There is little counter space and it looks and feels a little old and needs a refresh.

Reviewed on 21 Nov 2025

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was AU$3,043, price is now AU$2,014 per person
AU$2,014
per person
1 Feb - 8 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
14.4/10 Exceptional! (1,003 reviews)
The room was clean but the air flow was terrible. Very stuffy and felt like the dust particles was in the room. Maybe the air filters should be change.

Reviewed on 17 Nov 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was AU$2,991, price is now AU$1,981 per person
AU$1,981
per person
1 Feb - 8 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
18/10 Exceptional! (2,591 reviews)
The staff were amazing! Went above and beyond expectations. Our room was so fun watching planes land and take off! Hotel was very clean and beds very comfortable! We will be staying again.

Reviewed on 19 Nov 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was AU$4,074, price is now AU$2,711 per person
AU$2,711
per person
1 Feb - 8 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Chicago (ORD)
16.4/10 Exceptional! (2,158 reviews)
Rooms are a little dated, but clean and comfortable. Location across from the airport is quite convenient. Carry out café was good. Sit down restaurant had very tasty dinners and huge portions. Staff was consistentlyknowledgeable, polite, and cheerful.

Reviewed on 20 Nov 2025

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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

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.

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Our pick of the best Wicker Park Hotel Deals

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 21 Dec to 22 Dec
AU$226
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (2,073 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!

Reviewed on 18 Nov 2025

Palmer House a Hilton Hotel
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$167 per night from 8 Dec to 9 Dec
AU$167
8 Dec - 9 Dec
includes taxes & fees
8.4/10 Very Good! (5,290 reviews)
All above.

Reviewed on 24 Nov 2025

Embassy Suites by Hilton Chicago Downtown River North
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$151 per night from 7 Dec to 8 Dec
AU$151
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (3,335 reviews)
Friendly staff, clean rooms

Reviewed on 19 Nov 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,770 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
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Beach Holidays
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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$1,953. 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

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$68
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$38
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$69
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.