Parkside Holidays
- Top Parkside holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Parkside holiday packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,304, price is now €872 per person
€872
per person
found 11 hours ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Save 100% on your flight
Price was €2,050, price is now €1,323 per person
€1,323
per person
found 11 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,478, price is now €1,035 per person
€1,035
per person
found 11 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
4.5-star property
Pendry Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,283, price is now €913 per person
€913
per person
found 11 hours ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
The Emily Hotel
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,377, price is now €1,008 per person
€1,008
per person
found 11 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
Parkside Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €841, price is now €624 per person
€624
per person
found 4 hours ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €1,672, price is now €1,091 per person
€1,091
per person
found 5 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
4.5-star property
Pendry Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €974, price is now €720 per person
€720
per person
found 13 hours ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Coach
Chicago (ORD) to Dublin (DUB)
Brussels Airlines • Coach
Price was €1,981, price is now €1,507 per person
€1,507
per person
found 4 hours ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
4.5-star property
Sofitel Chicago Magnificent Mile
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €973, price is now €768 per person
€768
per person
found 10 hours ago
Sofitel Chicago Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Parkside Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,304, price is now €872 per person
€872
per person
found 11 hours ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Save 100% on your flight
Price was €2,050, price is now €1,323 per person
€1,323
per person
found 11 hours ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,478, price is now €1,035 per person
€1,035
per person
found 11 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym.
4.5-star property
Pendry Chicago
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,283, price is now €913 per person
€913
per person
found 11 hours ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
The Emily Hotel
Downtown Chicago
14 Mar - 20 Mar
6 night stay
Dublin (DUB) to Chicago (ORD)
Aer Lingus • Return • Coach
Price was €1,377, price is now €1,008 per person
€1,008
per person
found 11 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
Parkside Holidays
From flight tickets to accommodation and every unforgettable experience in between, ebookers can make your ultimate Parkside holiday come true.
Take a look at our extensive database of over 500 partner airlines and more than 500,000 worldwide properties. Take off in style and nod off hassle free wherever you decide to go.
If you get anxious about getting the cheapest price, rest easy. The ebookers Price Guarantee means that if you secure a Flight + Hotel package, then stumble upon a better deal elsewhere within 48 hours pre check in, we'll match it and repay the difference.
The time is right now! Chase your travel desires and never let go. Each and every place is filled with amazing surprises and new things to experience, so let us help pull it all together.Terms and Conditions apply.
More Parkside hotels
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
6201 Joliet Rd Countryside IL
The price is €87 per night
€87
29 Dec - 30 Dec
includes taxes & fees
22.57 km from Parkside
Our customers tell us that they enjoy the pool at Holiday Inn Chicago SW-Countryside ConfCtr by IHG. During your stay, you'll be close to SeatGeek Stadium. Free WiFi in public areas, free self-parking and a restaurant are available.
Parking included
Free WiFi
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
The price is €59 per night
€59
2 Jan - 3 Jan 2026
includes taxes & fees
28.91 km from Parkside
Our customers tell us that they can't get enough of the free breakfast at Chicago Club Inn & Suites. During your stay, you'll be within walking distance of Ty Warner Park. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Breakfast included
Motel 6 Bridgeview, IL
9625 S 76th Ave Bridgeview IL
The price is €47 per night
€47
28 Dec - 29 Dec
includes taxes & fees
14.54 km from Parkside
Our customers tell us that they can't get enough of the helpful staff at Motel 6 Bridgeview, IL. During your stay, you'll be close to Chicago Ridge Shopping Mall. Enjoy features like free WiFi in public areas and free self-parking, plus laundry facilities.
Pet-friendly
Parking included
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is €101 per night
€101
5 Jan - 6 Jan 2026
includes taxes & fees
22.18 km from Parkside
Our customers tell us that they can't get enough of the helpful staff at The Champagne Lodge & Luxury Suites. During your stay, you'll be close to Willowbrook Community Park. You'll find features such as free WiFi in public areas and free self-parking.
Parking included
Free WiFi
Hyatt Place Chicago Midway Airport
6550 S Cicero Ave Chicago IL
The price is €137 per night
€137
25 Jan - 26 Jan 2026
includes taxes & fees
20.8 km from Parkside
Hyatt Place Chicago Midway Airport's great location gets high marks from our customers. During your stay, you'll be close to SeatGeek Stadium. Free WiFi in public areas, free self-parking and a free round-trip airport shuttle are available.
Pool
Free airport shuttle
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
The price is €112 per night
€112
25 Jan - 26 Jan 2026
includes taxes & fees
20.9 km from Parkside
The free breakfast at Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG gets high marks from our customers. During your stay, you'll be close to SeatGeek Stadium. Enjoy features like free WiFi in public areas and a free round-trip airport shuttle, plus a 24-hour gym.
Breakfast included
Free airport shuttle
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.
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Flights
^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.