Deals on vacations and trips to Parkside

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Parkside flight + hotel vacation packages

Prices and availability subject to change. Additional terms may apply.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 3 - Jun 9
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 11 - Jul 15
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the gym and perks like free WiFi.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 3 - Jul 6
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a computer station are also offered.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 11 - Jul 15
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 5 - Jul 8
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the gym, poolside bar, and concierge services.

Top Parkside hotel deals

Holiday Inn Chicago – Midway Airport S, an IHG hotel

Holiday Inn Chicago – Midway Airport S, an IHG hotel

2.5 out of 5
7353 S Cicero Avenue, Chicago, IL
Free Cancellation
The price is $92 per night
$92
per night
Apr 28 - Apr 29
This hotel doesn't skimp on freebies - guests have free WiFi and a free airport shuttle. Business travelers can take advantage of the 24-hour business center. Self parking is offered and multilingual staff can provide around-the-clock assistance.
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr, Westmont, IL
Free Cancellation
Reserve now, pay when you stay
The price is $80 per night
$80
per night
Apr 28 - Apr 29
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the express check-out, laundry service, and conference space. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd, Chicago, IL
The price is $116 per night
$116
per night
Apr 29 - Apr 30
A 24-hour gym is featured at this hotel, along with free WiFi in public areas and luggage storage. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is $99 per night
$99
per night
Apr 29 - Apr 30
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A garden is also provided.
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
Free Cancellation
Reserve now, pay when you stay
The price is $57 per night
$57
per night
May 1 - May 2
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $101 per night
$101
per night
Apr 28 - Apr 29
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
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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.

Popular places to visit

Image for Wrigley Field

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(1,805 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

Frequently asked questions

How much are vacation packages to Parkside?
With vacation packages available for just $327, there’s no need to blow out the credit card for your getaway to Parkside. Travelocity is here to help. Bundle your experiences, flights and hotels into a convenient package and score excellent discounts. The more you book, the more you save.
Where can I get the best vacation package deals for Parkside?
For an amazing package deal to Parkside, book with Travelocity. Pick from as many as 400 partner airlines and 1,000,000 properties worldwide to create the ultimate adventure — it couldn’t be simpler.
Why should I book my Parkside vacation bundle with Travelocity?
Because life is one amazing journey, and we have everything you could hope for to get you on your way. With our first-rate service and Price Match Guarantee, you can organize your trip with confidence. And you can rest easy while you’re on the road knowing we’ve got you covered with our 24/7 support.
Will I save money on my Parkside car rental if I bundle it with my hotel or flight?
You bet — and booking one of our Parkside vacation packages is the best way to do this. Bundle any combination of a car, hotel, flight and experience and score great discounts. The more you bundle, the more you’ll save. There are loads of exciting sights in Parkside to put on your itinerary, including Six Flags Great America (55 mi from Parkside). Nothing beats exploring amazing places like this with the freedom of your own set of wheels.
What is the best time of year to go to Parkside?
That comes down to whether you’d prefer to save money or visit Parkside when it’s in full swing. The quietest time to explore this part of the world is December, January and February. If you want to experience this destination at its busiest, consider April, May and July. More interested in saving your hard-earned money? The cheapest month is . usually has the most expensive prices.
What is there to do in Parkside?
It’s easy to find fun things to do in this neighborhood. George Dunne National Golf Club is a well-known attraction that lures many visitors.