Parkside Holidays

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Parkside Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • Jul 30 - Aug 4

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.2/10 - Very good (2,782 reviews)
    "Gray stay, centrally located"
    Reviewed June 10, 2026
    Return Dublin (DUB) - Chicago (ORD)
    DUB - ORD1 stop ORD - DUB1 stop
    Save 100% on your flight
    £1,793
    £1,204
    per traveller
    found 18 hours ago
    Hotel Felix River North/Magnificent Mile
  • Jul 30 - Aug 4

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,537 reviews)
    "The views were beautiful, but the staff was no help. The line was ridiculously long to get checked in. When we got checked in, they had someone show us how to get to our room and the young gentleman brought us to a stairwell and stated didn’t they tell you the elevators are broken we literally had to walk through construction sites and multi levels just to get to our room. I wrote a complaint to the hotel and got little response. The room was beautiful, but poor customer service to say the..."
    Reviewed June 10, 2026
    Return Dublin (DUB) - Chicago (ORD)
    DUB - ORD1 stop ORD - DUB1 stop
    Save 100% on your flight
    £2,032
    £1,482
    per traveller
    found 18 hours ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Aug 26 - Sep 1

    The Emily Hotel + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,327 reviews)
    "Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on. The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful. Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the..."
    Reviewed June 8, 2026
    Return London (LHR) - Chicago (ORD)
    LHR - ORD1 stop ORD - LHR1 stop
    £1,791
    £1,319
    per traveller
    found 1 day ago
    The Emily Hotel
  • Jul 30 - Aug 4

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,731 reviews)
    "Great breakfast"
    Reviewed June 10, 2026
    Return Dublin (DUB) - Chicago (ORD)
    DUB - ORD1 stop ORD - DUB1 stop
    £1,881
    £1,392
    per traveller
    found 18 hours ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Jul 30 - Aug 4

    Omni Chicago Hotel + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,801 reviews)
    "Old hotel and rooms. All the outlets in our room were titled and so hard to plug things in them. The outlets near the nightstands on either sides can’t accommodate a charger because they’re stuck on the side of the nightstand between it and the side of the bed. Hairdryer so old and didn’t work. Check in was exactly at 4, they weren’t lenient when I showed up at 2:40."
    Reviewed June 10, 2026
    Return Dublin (DUB) - Chicago (ORD)
    DUB - ORD1 stop ORD - DUB1 stop
    £1,847
    £1,404
    per traveller
    found 18 hours ago
    Omni Chicago Hotel

Where to stay in Parkside

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

Top hotels in Parkside

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 28 Jun to 29 Jun
£104
28 Jun - 29 Jun
includes taxes & fees
8.2/10 Very Good! (1,022 reviews)
"Bad experience, I recommend to visit this hotel again ever"

Reviewed on 10 Jun 2026

Holiday Inn Chicago – Midway Airport S by IHG
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 £58 per night from 12 Jul to 13 Jul
£58
12 Jul - 13 Jul
includes taxes & fees
7.2/10 Good! (1,586 reviews)
"We had two rooms, in one room the sheets were dirty and the air didn’t work. In the other room the air was lukewarm. We were finally given two new rooms , after staying for 3 days we had to ask for towels each day and for the trash to be emptied."

Reviewed on 11 Jun 2026

Chicago Club Inn & Suites
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £96 per night from 8 Jul to 9 Jul
£96
8 Jul - 9 Jul
includes taxes & fees
8/10 Very Good! (1,917 reviews)
"Hotel"

Reviewed on 10 Jun 2026

Sleep Inn Midway Airport Bedford 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.

Frequently asked questions

How much does a Parkside travel package cost?
The most affordable Parkside package is , 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

Things to do

* 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.