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Parkside Vacation Packages

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Parkside Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Great Lakes Naval Base

Days Inn by Wyndham Great Lakes Naval Base

2 out of 5
per person
Aug 16 - Aug 21
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in North Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Six Flags Great America and Asylum Skate Park are located nearby.
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 8
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy room service, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star 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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 28 - Sep 1
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 4
found 14 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lakeview Beach and Dock and Bowlero Vernon Hills are located nearby.
Hampton Inn Chicago North-Loyola Station

Hampton Inn Chicago North-Loyola Station

3 out of 5
Rogers Park
Save 100% on your flight
per person
Aug 27 - Sep 1
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Wrigley Field and Lincoln Park Zoo are located nearby.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

3.5 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 3.5-star spa resort in Lake Geneva. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Geneva Lake and The Highlands Golf Course are located nearby.

3-4 Night Vacations in Parkside

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)

5-7 Night Vacations in Parkside

Price found within the past 48 hours. Click for updated prices.
HYATT house Chicago/Schaumburg

HYATT house Chicago/Schaumburg

3.5 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 13
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 27 - Sep 1
found 3 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 3 - Sep 8
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 27 - Sep 1
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

Cheap Hotel Deals in Parkside

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

3.5 out of 5
6201 Joliet Rd, Countryside, IL
Stay at this 3.5-star business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms ...
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd, Chicago, IL
Stay at this 3-star hotel in Chicago. Enjoy a 24-hour fitness center, a 24-hour front desk, and premium TV channels. Our guests praise the helpful staff and ...
Jaslin Hotel
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
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. ...
Motel 6 Bridgeview, IL
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The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
Stay at this 3.5-star boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
The Champagne Lodge & Luxury Suites
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 out of 5
2357 S WENTWORTH AVE, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast ...
SpringHill Suites by Marriott Chicago Chinatown
Delta Hotels by Marriott Chicago Willowbrook

Delta Hotels by Marriott Chicago Willowbrook

3 out of 5
7800 Kingery Hwy, Willowbrook, IL
Book a stay at this business-friendly hotel in Willowbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in ...
Delta Hotels by Marriott Chicago Willowbrook
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Stay at this 3-star business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
Chicago Club Inn & Suites
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
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 ...
Hilton Chicago/Oak Lawn
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.

Spirit Airlines
Wed, Sep 24 - Sat, Sep 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 2 hours ago
$130
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, Sep 24 from Los Angeles Intl. to O'Hare Intl., returning Sat, Sep 27, priced at $130 found 2 hours ago
Delta
Tue, Sep 2 - Wed, Sep 3
LAX
Los Angeles Intl.
MDW
Midway Intl.
$253 Roundtrip, found 7 hours ago
$253
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Sep 2 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 3, priced at $253 found 7 hours ago
TAP Portugal
Fri, Aug 22 - Sat, Sep 6
FCO
Fiumicino - Leonardo da Vinci Intl.
ORD
O'Hare Intl.
$538 Roundtrip, found 3 days ago
$538
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Fri, Aug 22 from Fiumicino - Leonardo da Vinci Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $538 found 3 days ago
EVA Airways
Mon, Sep 22 - Sat, Oct 4
HKG
Hong Kong Intl.
ORD
O'Hare Intl.
$850 Roundtrip, found 8 hours ago
$850
Roundtrip
found 8 hours ago
Select EVA Airways flight, departing Mon, Sep 22 from Hong Kong Intl. to O'Hare Intl., returning Sat, Oct 4, priced at $850 found 8 hours ago