Parkside Holidays from £342

Book a Hotel + Flight or Car together to unlock savings

Photo by Steve Ignowski

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to £335 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Packages with flights are ATOL protected

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.
Hilton Garden Inn Chicago/Midway Airport

Hilton Garden Inn Chicago/Midway Airport

3 out of 5
Bedford Park
per person
4 Sept - 8 Sept
found 1 day ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.4/10 Very Good! (1,001 reviews)
Great staff and environment

Reviewed on 23 Jun 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,039 reviews)
Outstanding breakfast!

Reviewed on 23 Jun 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Sept - 8 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Trump International Hotel is an amazing hotel. Fabulous staff, immaculately clean. I look forward to staying there again

Reviewed on 22 Jun 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (612 reviews)
This place was spacious and gorgeous.

Reviewed on 24 Jun 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
4 Sept - 8 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,763 reviews)
Friendly bartender made the whole trip amazing, the beds and bathroom were really nice!

Reviewed on 22 Jun 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

Chicago Club Inn & Suites
Chicago Club Inn & Suites
3 out of 5
630 Pasquinelli Dr, Westmont, IL
Fully refundable
The price is £63 per night from 23 Jul to 24 Jul
£63
23 Jul - 24 Jul
includes taxes & fees
6.8/10 (1,222 reviews)
"Great area and great hotel"

Reviewed on 22 Jun 2025

Chicago Club Inn & Suites
Delta Hotels by Marriott Chicago Willowbrook
Delta Hotels by Marriott Chicago Willowbrook
3 out of 5
7800 Kingery Hwy, Willowbrook, IL
Fully refundableReserve now, pay when you stay
The price is £72 per night from 6 Jul to 7 Jul
£72
6 Jul - 7 Jul
includes taxes & fees
8.2/10 Very Good! (419 reviews)
"A very"

Reviewed on 16 Jun 2025

Delta Hotels by Marriott Chicago Willowbrook
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 £41 per night from 29 Jun to 30 Jun
£41
29 Jun - 30 Jun
includes taxes & fees
6.8/10 (1,188 reviews)
"I loved the hot tub"

Reviewed on 18 Jun 2025

Motel 6 Bridgeview, IL
See all 1,092 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 £342, 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
Navy Pier

Navy Pier

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

Navy Pier
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

Things to do

River tour boat in Chicago

Architecture River Tour

£36
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
92% of travellers recommend
Chicago By Night River & 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.