Wicker Park Holidays from £930

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Your Wicker Park Holiday

If it's time for a commercial retreat, our Wicker Park holiday packages are just what you need. Whether you're searching for nightlife, bars and pubs or cafes, this neighbourhood has something for every visitor. Wondering what to see and do during your trip to Wicker Park? Nearby attractions such as Wrigley Field, Willis Tower and John Hancock Centre are good places to start. Expedia can help you turn your ideal Wicker Park holiday into reality, whatever your travel plans or budget.

Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
23 Sept - 26 Sept
found 9 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on 22 Jul 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
23 Sept - 26 Sept
found 9 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on 26 Jul 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 hour ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (270 reviews)
walkable to many desireable places.

Reviewed on 16 Jul 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
22 Oct - 29 Oct
found 1 hour ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on 27 Jul 2025

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
per person
17 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,501 reviews)
Amazing stay, best location, great views. Walking to all the best shopping and good. Highly recommended.

Reviewed on 5 Aug 2025

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

Top hotels in Wicker Park

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 £118 per night from 7 Aug to 8 Aug
£118
7 Aug - 8 Aug
includes taxes & fees
7.8/10 Good! (8,974 reviews)
"Great location! Rooms are newly renovated and nice."

Reviewed on 5 Aug 2025

Congress Plaza Hotel
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 £172 per night from 4 Sept to 5 Sept
£172
4 Sept - 5 Sept
includes taxes & fees
8.2/10 Very Good! (1,820 reviews)
"Beautiful gilded age feel. Long wait for elevators is my only complaint"

Reviewed on 3 Aug 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
The price is £129 per night from 24 Aug to 25 Aug
£129
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,345 reviews)
"My wife and daughter loved there was a Starbucks a short walk down the street, maybe 5 minutes, this was their morning routine. The restaurant was good, prices were in line with other spots in the area, however, I did not like being told the restaurant closes at 9:30, even though hours say 10. Not ..."

Reviewed on 5 Aug 2025

Crowne Plaza Chicago West Loop by IHG
See all 4,788 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Wicker Park travel package cost?
Go from looking to booking with our Wicker Park travel packages, which start from only £930. Pick the hotels and flights that suit your plans. Then, add on a few tours or activities to round off your unique getaway.
If I'm not able to travel, can I cancel my Wicker Park travel package?
We totally understand — life sometimes gets in the way of your plans. If you've locked in a Wicker Park travel package and need to cancel or change it, we can help. It's always worth browsing our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to change your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to Wicker Park?
You'll save tons of cash if you bundle your hotels, flights and car rentals into a Wicker Park travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer over 550 air carriers and 1,000,000 hotels across the globe, so you'll always have plenty of options to choose from. Want to save even more? Add some interesting activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Wicker Park holidays?
Expedia has teamed up with online lender Klarna to make your next trip easier on your budget. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that suit all budgets, so you can have that well-earned holiday now.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment option. Simply put down a small deposit on your escape and then start working on your travel itinerary.

Where should I stay in Wicker Park?
Most visitors to Wicker Park include both Millennium Park and Wrigley Field on their to-do lists. Why not go for a hotel within walking distance of these popular attractions?
What are the top hotels in Wicker Park?
Book a stay at Hyatt Regency Chicago. It's one of this neighbourhood's most popular hotels. Another well-known option in Wicker Park is The Godfrey Hotel Chicago.
How far in advance should I book my Wicker Park holiday?
Travellers are normally able to look up international airfares on Expedia within 12 months of the departure date. Booking last minute? With a bit of luck, it's still possible to purchase a cheap ticket only weeks before your journey.
What does an Expedia Wicker Park travel package include?
That depends on what you're looking for. If you're travelling solo, you might decide to combine flights and hotels. Bringing the whole crew to Wicker Park? A travel package that includes flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to customize your travel package.
What should I know before booking a Wicker Park travel package?
Locking in all the parts of your holiday together is one of the easiest ways to save. Combine your car rentals, airfares and hotels into a convenient little package. But your options don't end at hotels. Expedia offers all sorts of properties, including holiday rentals like oceanfront condos and serviced residences. The list is almost endless!
Can I choose my airline with a Wicker Park Expedia travel package?
Definitely. Expedia has more than 550 partner airlines to select from around the world. With so many choices, finding the perfect carrier to take you to Wicker Park won't be difficult.

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

£22
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

£33
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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. Flight-inclusive packages are ATOL protected.