Parkside Holidays from £934

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Your Parkside Holiday

Book a custom holiday package to Parkside and prepare to experience this city on your own terms. Think about spending some time in the neighbourhood of Flossmoor, which is good for golfing and lots more. A trip to Parkside is an excellent opportunity to take in the sights. Be sure to stop by big-name attractions such as Hollywood Casino Amphitheatre, Odyssey Fun World and George Dunne National Golf Club. Expedia can help you escape the everyday. Tailor your holiday to Parkside to suit your style of travel, whatever that may look like.

Price found within the past 48 hours. Click for updated prices.
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (1,156 reviews)
If you want to be right off navy pier this is a great place to be!! The food spots around are really great too. The hotel itself is super clean and nice!

Reviewed on 9 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Sept - 20 Sept
found 10 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Everything was great

Reviewed on 9 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Sept - 20 Sept
found 16 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on 6 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Sept - 20 Sept
found 16 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
This was my first time staying. The staff was very friendly and helpful. Our room was very nice and perfectly located downtown. Also, the breakfast buffet was amazing and a nice surprise.

Reviewed on 9 Aug 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
13 Oct - 20 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,831 reviews)
Our venue was close but once we were back to our hotel, it was our getaway!

Reviewed on 8 Aug 2025

Where to stay in Parkside

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

Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd, Chicago, IL
Fully refundable
The price is £95 per night from 2 Sept to 3 Sept
£95
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (1,104 reviews)
"Room was comfortable and clean. But wish there was on site parking"

Reviewed on 7 Aug 2025

Jaslin Hotel
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is £56 per night from 8 Sept to 9 Sept
£56
8 Sept - 9 Sept
includes taxes & fees
7/10 Good! (1,237 reviews)
"I liked the accessibility to the pool."

Reviewed on 9 Aug 2025

Chicago Club Inn & Suites
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Fully refundableReserve now, pay when you stay
The price is £45 per night from 20 Aug to 21 Aug
£45
20 Aug - 21 Aug
includes taxes & fees
6.8/10 (1,197 reviews)
Saved
"Staff was super helpful and made us feel welcomed after checking out of another motel in the area."

Reviewed on 4 Aug 2025

Motel 6 Bridgeview, IL
See all 1,146 properties in Parkside
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 Parkside travel package cost?
The most affordable Parkside package is £934, so your dream holiday can become a reality — without it costing a fortune. Bundle flights, hotels and car rentals to tailor make a package that suits you.
If I'm not able to travel, can I cancel my Parkside travel package?
It is possible to cancel your Parkside booking if your plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Parkside?
Creating your own Parkside travel package with Expedia is a great way to save. We have over 550 partner airlines and 1,000,000 hotels around the globe. With such an extensive range to pick from, you'll have no difficulty putting together your dream getaway.
Does Expedia offer Book Now, Pay Later Parkside holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a terrific getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can book that well-deserved holiday sooner.
  • 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: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.

Where should I stay in Parkside?
Choose a hotel within walking distance of Hollywood Casino Amphitheatre. This impressive sight is in the centre of the action and on the to-do lists of many tourists.
What are the top hotels in Parkside?
Lock in a room at La Quinta Inn & Suites by Wyndham Chicago Tinley Park. It's one of this area's most popular properties. Another top-rated option in Parkside is EVEN Hotel Chicago Tinley Park-Conv Ctr.
How far in advance should I book my Parkside holiday?
Your best bet is to book early. Airlines generally advertise flights around a year in advance, and this is an ideal opportunity to land some of the lowest prices. Boss just told you to take all your holiday days in a few weeks? That's fine too — Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Parkside travel package include?
Flights, car rentals and hotels — we bring you the best deals. All you have to do is decide on your favourite combination. Once you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to put together an unforgettable Parkside getaway.
What should I know before booking a Parkside travel package?
When you book your hotels, flights and car rentals together, you'll land great discounts. Whether you're planning a wilderness getaway in a cabin or would rather stay in a luxurious city hotel, Expedia will make it happen for less.
Can I choose my airline with a Parkside Expedia travel package?
Most definitely. We offer more than 550 partner airlines all over the world, so you can design your Parkside escape according to your style and budget.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

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

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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
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.