Deals on vacations and trips to Skokie

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Skokie flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $663, price is now $465 per person
$465
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was $3,393, price is now $913 per person
$913
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,082, price is now $722 per person
$722
per person
Jan 25 - Jan 28
found 10 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,114, price is now $778 per person
$778
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was $997, price is now $724 per person
$724
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Dry cleaning, luggage storage, and wedding services are also on offer.

Top Skokie hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $123 total per night
$123 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $138 total per night
$138 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $141 total per night
$141 total
Nov 23 - Nov 24
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Pet friendly
Free WiFi
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $141 total per night
$141 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.
Pool
Pet friendly
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $149 total per night
$149 total
Nov 11 - Nov 12
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.
Pet friendly
Free WiFi
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $158 total per night
$158 total
Nov 27 - Nov 28
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
Pool
Hot Tub
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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.

Stay near popular Skokie attractions

North Shore Center for the Performing Arts

8.0/10 (61 reviews)
Enjoy a stop at North Shore Center for the Performing Arts, an entertaining place to visit in Skokie. Experience the great live music or attend a sporting event in this vibrant area.
See properties

Frequently asked questions

How much are vacation packages to Skokie?
Travelocity has package deals to Skokie, including flights and hotels, starting from as low as $465. With the money you save, you could book some cool tours or maybe add a few extra days to your getaway.
How long should my Skokie vacation be?
Around 3 nights is the average time frame visitors spend in Skokie. But the perfect trip length all comes down to how many treasured memories you want to make. Why not stay a few extra days and uncover some of the lesser-known sights?
Where can I get the best vacation package deals for Skokie?
You can snap up terrific Skokie package deals with Travelocity. Pick from as many as 400 partner airlines and 1,000,000 worldwide properties and turn those travel fantasies into a reality.
Why should I book my Skokie vacation package with Travelocity?
We take the stress out of travel planning. Whether you're searching for an amazing new place to discover or want to make sure you get the best price on offer, we've got your back. Our 24/7 customer care, excellent service and Price Match Guarantee mean you can book with confidence with Travelocity.
Will I save money on my Skokie car rental if I book it with a hotel or flight?
With a Skokie vacation package, you can bundle your car, flight and hotel bookings and save loads. If you're eager to uncover the best of this wonderful destination, why not head to University of Wisconsin-Madison? This must-see attraction is 110 mi from Skokie. With your own wheels, you'll be there in the blink of an eye.
Which airport is best for Skokie?
O'Hare Intl. Airport (ORD) is 9 mi from downtown and is the beginning point for many fun adventures. Alternatively, Midway Intl. Airport (MDW) is 17 mi away from central Skokie and Lewis University Airport (LOT) is 35 mi away from central Skokie.
What is there to do in Skokie?
There is an undeniable magic as you roam the streets of Skokie. North Shore Center for the Performing Arts and Schaefer's Wines and Liquors are just a couple of famous sights that make this city such a sought-after destination, so put them on your to-do list.
Where should I stay when visiting Skokie?
The Holiday Inn Chicago North Shore, an IHG Hotel is the first choice of many travelers. Book soon to avoid missing out.

Photos of local treasures

Browse Skokie vacation photos for more inspiration

A city skyline with modern skyscrapers, a large museum, and a waterfront park.
A city skyline with modern skyscrapers, a marina with boats, and a river.
A large white building with intricate architectural details, a central pool, and a symmetrical garden with pathways leading to the building.
A cityscape with a river, modern buildings, and a bridge.
A paved path with cyclists, surrounded by autumn-colored trees and tall grasses.

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