Wicker Park Holidays from AU$573

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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.
Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
Forest Glen
Price was AU$702, price is now AU$573 per person
AU$573
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
6.6/10 (420 reviews)
it’s pretty nice to stay , i will still recommend more people trust me

Reviewed on 28 Mar 2026

Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG

3 out of 5
Price was AU$760, price is now AU$616 per person
AU$616
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
9/10 Wonderful! (956 reviews)
Our stay was great but you probably want to request a room on the side away from the main road which sounded like it was probably noisy early for that side of the building.

Reviewed on 14 Apr 2026

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
Price was AU$734, price is now AU$597 per person
AU$597
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
7.2/10 Good! (1,000 reviews)
The kitchen is closed on weekends but there was no mention of that when I booked. The bed was hard and looked like it has not been rotated as it was sunken in. The fan for the A/C did not work and there was no microwave in the room which I would expect for this area.

Reviewed on 29 Mar 2026

Holiday Inn Express Chicago NW - Arlington Heights by IHG

Holiday Inn Express Chicago NW - Arlington Heights by IHG

2.5 out of 5
Price was AU$791, price is now AU$647 per person
AU$647
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
8.8/10 Excellent! (1,010 reviews)
Breakfast was great and fresh. Parking area was nice and safe too

Reviewed on 14 Apr 2026

Hyatt Place Itasca

Hyatt Place Itasca

3 out of 5
Price was AU$758, price is now AU$623 per person
AU$623
per person
25 June - 28 June
found 1 day ago
Return flight included
Detroit (DTW) to Chicago (ORD)
8.8/10 Excellent! (1,043 reviews)
Clean, friendly, and definitely would go back

Reviewed on 20 Apr 2026

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

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
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 26 Apr to 27 Apr
AU$188
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,164 reviews)
The room shown in the picture is not the one they put me on

Reviewed on 21 Apr 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is AU$228 per night from 26 Apr to 27 Apr
AU$228
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (5,116 reviews)
The

Reviewed on 21 Apr 2026

River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is AU$184 per night from 26 Apr to 27 Apr
AU$184
26 Apr - 27 Apr
includes taxes & fees
8.2/10 Very Good! (2,628 reviews)
The room was actually pretty good and pretty good size for two people and a queen bed I really loved it and I would go back again.

Reviewed on 21 Apr 2026

Hotel Felix River North/Magnificent Mile
See all 4,804 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
Cheap Holidays
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$573. 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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$38
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

AU$56
per adult
92% of travellers recommend
Art Institute of Chicago
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.