Wicker Park Holidays from £1,105
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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.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,105
per person
8 Nov - 14 Nov
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
I had a wonderful stay! The breakfast was absolutely outstanding. The whole space was clean and well maintained. Staff were very friendly and helpful. I really appreciated the flexibility of checking my luggage before and after check-in/out. I will definitely be back!
Reviewed on 24 Aug 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
£1,174
per person
8 Nov - 14 Nov
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)
Clean rooms. The hotel rooms are a little dated but nothing too crazy. The happy hour in the restaurant was a hit! Great pricing and the service was top tier.
Reviewed on 24 Aug 2026
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
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.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in Wicker Park
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£89
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,308 reviews)
"This hotel is historic and beautiful. Conveniently located and easy to get to anywhere you need to go in the city. Parking was close and reasonably priced for the city."
Reviewed on 24 Aug 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£117
31 Aug - 1 Sept
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
£221
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,438 reviews)
"Clean but very tired. Could use a refresh but fine when you’re stuck at the airport."
Reviewed on 24 Aug 2026
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.
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 £1,105. 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.
Stay near popular Wicker Park attractions
The Den Theatre
After visiting The Den Theatre, make a plan to see the other sights and activities in Chicago. Experience the live music and theatre scene in this vibrant area.
The Chop Shop & 1st Ward
You can enjoy a show at The Chop Shop & 1st Ward during your trip to Chicago. Experience the live music and theatre scene in this vibrant area.
Flat Iron Building
You can learn about the history of Chicago with a visit to Flat Iron Building. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
Bourbon On Division
Bourbon On Division is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the live music and theatre scene in this vibrant area.
Wood Street Gallery
You can spend time studying the exhibits at Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
SWIG
After visiting SWIG, make a plan to see the other sights and activities in Chicago. Experience the live music and theatre scene in this vibrant area.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
90% of travellers recommend
* 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.