Wicker Park Holidays from £1,223

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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 Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,787, price is now £1,223 per person
£1,223
per person
13 May - 20 May
found 6 hours ago
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
Clean, wonderful employees they were very kind and accommodating

Reviewed on 23 Feb 2026

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Downtown Chicago
Price was £2,985, price is now £1,928 per person
£1,928
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (983 reviews)
Room was okay, but first room was dirty with stained bed sheets and peeling wrap on the cupboards. It was nice, may choose to stay again

Reviewed on 24 Feb 2026

Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North

3 out of 5
Downtown Chicago
Price was £2,915, price is now £1,891 per person
£1,891
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (2,048 reviews)
Amazing hotel (clean and aesthetically pleasing), central to local hotspots and friendly staff! Would definitely recommend again.

Reviewed on 21 Feb 2026

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
Downtown Chicago
Price was £2,930, price is now £1,902 per person
£1,902
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (619 reviews)
The facility is all around good—upkeep, accommodations, robust heating during an extreme cold spell, plus responsive staff throughout, from entry desk to engineers to Greystar management office.

Reviewed on 6 Feb 2026

Kasa River North Chicago

Kasa River North Chicago

4 out of 5
Downtown Chicago
Price was £2,951, price is now £1,925 per person
£1,925
per person
30 Mar - 3 Apr
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (177 reviews)
Better furniture. Everything was very cheap quality

Reviewed on 22 Feb 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 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 £78 per night from 25 Feb to 26 Feb
£78
25 Feb - 26 Feb
includes taxes & fees
8/10 Very Good! (9,929 reviews)
Staff- location!

Reviewed on 23 Feb 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £107 per night from 4 Mar to 5 Mar
£107
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (3,398 reviews)
Location was perfect! Rooms clean and renovated and breakfast was AMAZING! Staff is really nice and friendly. Would love to stay there again.

Reviewed on 23 Feb 2026

Hotel Riu Plaza Chicago
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
Fully refundableReserve now, pay when you stay
The price is £89 per night from 4 Mar to 5 Mar
£89
4 Mar - 5 Mar
includes taxes & fees
8.6/10 Excellent! (5,698 reviews)
Amazing view

Reviewed on 23 Feb 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,833 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 £1,223. 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

Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.