Search Deals onParkside Vacation Packages
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Parkside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

OYO Hotel Portage I-94
Price was $334, price is now $225 per person
$225
per person
Feb 23 - Feb 28
found 4 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Book a stay at this business-friendly motel in Portage. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Founders' Square Park and East Branch are located nearby.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,014, price is now $597 per person
$597
per person
Mar 3 - Mar 9
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $845, price is now $503 per person
$503
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Viceroy Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,150, price is now $774 per person
$774
per person
Mar 3 - Mar 9
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $622, price is now $424 per person
$424
per person
Feb 21 - Feb 26
found 18 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $646, price is now $443 per person
$443
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,171, price is now $803 per person
$803
per person
Mar 4 - Mar 8
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Comfort Suites Lake Geneva East
Price was $365, price is now $251 per person
$251
per person
Feb 23 - Feb 28
found 4 hours ago
Roundtrip flight included
Houston (HOU) to Chicago (ORD)
Book a stay at this family-friendly hotel in Lake Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Paradise Golf Park and Geneva Lake Museum are located nearby.
3-4 Night Vacations in Parkside
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Parkside
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Parkside

Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...

Motel 6 Bridgeview, IL
9625 S 76th Ave Bridgeview IL
Stay at this motel in Bridgeview. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Holiday Inn Chicago SW-Countryside ConfCtr by IHG
6201 Joliet Rd Countryside IL
Book a stay at this business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms in ...
Save an average of 15% on thousands of hotels when you're signed in

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...

DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Best Western Plus Chicagoland - Countryside
6251 Joliet Rd La Grange IL
Stay at this hotel in La Grange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Book a stay at this business-friendly hotel in Oak Lawn. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Mar 17 - Tue, Mar 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 10 hours ago
$138
Roundtrip
found 10 hours ago

Thu, Feb 12 - Tue, Feb 24
LAX
Los Angeles Intl.
MDW
Midway Intl.
$169 Roundtrip, found 14 hours ago
$169
Roundtrip
found 14 hours ago

Tue, Apr 28 - Wed, May 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$179 Roundtrip, found 14 hours ago
$179
Roundtrip
found 14 hours ago

Wed, Mar 4 - Mon, Mar 16
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,147 Roundtrip, found 10 hours ago
$1,147
Roundtrip
found 10 hours ago
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