Palmer Square Holidays from £820

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Your Palmer Square Holiday

Make travel planning simpler by creating a holiday package to Palmer Square. Let us handle all the details, so you can focus on savouring everything this neighbourhood can offer. Your trip to Palmer Square wouldn't be complete without stopping by leading attractions nearby such as DePaul University-Lincoln Park, Humboldt Park and Briar Street Theatre. Expedia will help turn your dream Palmer Square holiday into reality, no matter your travel plans or budget.

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
per person
19 Jun - 23 Jun
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on 10 Jan 2024

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
per person
19 Jun - 23 Jun
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Good location, nice vibe, amazing staff!

Reviewed on 30 Apr 2024

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
19 Jun - 23 Jun
Return flight included
London (LON) to Chicago (ORD)
8.8/10 Excellent! (1,056 reviews)
Staff was very friendly and helpful. Beds were very comfortable

Reviewed on 1 May 2024

Kimpton Hotel Monaco Chicago, an IHG Hotel

Kimpton Hotel Monaco Chicago, an IHG Hotel

4.5 out of 5
Downtown Chicago
per person
19 Jun - 23 Jun
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Nice neighborhood with great restaurant close by. Style of hotel was cool with window seat, great views.

Reviewed on 29 Apr 2024

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
per person
6 Jun - 9 Jun
Return flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (1,649 reviews)
Excellent customer service, great room, new and clean facility. Valet parking expensive but there are alternative, more economical options in the area

Reviewed on 2 May 2024

Where to stay in Palmer Square

Find the best Palmer Square areas and neighborhoods for the activities you enjoy most. Learn more about Palmer Square
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.

Find hotels in Downtown Chicago

Top hotels in Palmer Square

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 £133 per night from 13 May to 14 May
£133
per night
13 May - 14 May
7.6/10 Good! (6,636 reviews)
"I loved my stay at the Congress Plaza Hotel! Check in was easy, especially since I got to check in at 12 noon, instead of 3PM. My room was very spacious and my king size bed was made up nicely and it was very comfortable too! There were plenty of towels in the pretty bathroom. The flatscreen TV was ..."

Reviewed on 1 May 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £150 per night from 12 May to 13 May
£150
per night
12 May - 13 May
8.6/10 Excellent! (2,834 reviews)
"Loved the free water. Hotel staff (Pedro) was very friendly & helpful! The room was the perfect size for one person."

Reviewed on 30 Apr 2024

River Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £143 per night from 15 May to 16 May
£143
per night
15 May - 16 May
7.6/10 Good! (2,542 reviews)
"Its was a nice stay."

Reviewed on 30 Apr 2024

Warwick Allerton - Chicago
See all 4,276 properties in Palmer Square
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 Palmer Square travel package cost?
Our Palmer Square packages, which start from just £820, are an ideal way to save big bucks. Select your preferred hotels, flights and more to create your perfect trip.
If I'm not able to travel, can I cancel my Palmer Square travel package?
Yes you can, and we’re here to help. You may be able to amend or cancel your Palmer Square travel package for free within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans suddenly change, browse our Customer Service Portal for more information.
How do I get a cheap travel package to Palmer Square?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we’ve got them all. Choose a combination that best suits you and see your savings pile up. Of course, a package deal is never a one-size-fits-all. That’s why Expedia offers over 550 air carriers and 1,000,000 hotel options around the globe, which lets you customize your Palmer Square holiday.
Does Expedia offer Book Now, Pay Later Palmer Square holidays?
Your bank balance shouldn’t stop you from going on holiday, so Expedia has come up with a solution to help. Now that we’ve formed a partnership with online lender Klarna, it’s easier than ever to book an incredible getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all budget sizes, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your holiday across multiple transactions.
  • Low deposit holidays: When you stumble on an incredible deal but your budget doesn’t quite go that far, Klarna’s low deposit holiday plan will help you lock it in.

Where should I stay in Palmer Square?
Take the hassle out of sightseeing by staying someplace just a stone’s throw away from Palmer Square’s biggest attractions. Millennium Park and Wrigley Field are two which top many visitors’ bucket lists.
What are the top hotels in Palmer Square?
Make a reservation at Hyatt Regency Chicago. It’s one of this neighbourhood’s most in-demand hotels. Another reputable option in Palmer Square is The Godfrey Hotel Chicago.
How far in advance should I book my Palmer Square holiday?
While prices do change, we generally recommend booking your flight as early as possible. Many international fares can be found on Expedia up to 12 months in advance. If you’re booking last minute, you may still get lucky. Low prices to Palmer Square occasionally appear just weeks before departure.
What does an Expedia Palmer Square travel package include?
Hotels, flights and a cool set of wheels for all your fun road trip adventures. Simply pick and choose your favourite bundle and get access to great discounts. Once you’ve made your booking, add on a couple of activities and tours and watch your savings pile up. When it comes to organising your Palmer Square escape, you’re in charge!
What should I know before booking a Palmer Square travel package?
So many places to explore, so many things to see. With a travel package, you can tick more of them off your list. Combine your hotels, rental cars and flights and score big savings.
Can I choose my airline with a Palmer Square Expedia travel package?
You can, and with more than 550 airlines to select from worldwide, you’ve got lots of choice. Have a look through the available options and find out which airline best suits your needs and budget.

Popular places to visit

Image for Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

£43
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

£59
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago Museum of Contemporary Art: General Admission Ticket

Chicago Museum of Contemporary Art: General Admission Ticket

£17
Per adult
90% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
See all activities in Chicago

More trip options

* 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.