Skokie Vacation Packages 2026 from $274

Skokie flight + hotel vacation packages

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

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$274

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Denver (DEN) to Chicago (ORD)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$409

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Denver (DEN) 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.

JW Marriott Chicago

Downtown Chicago

Save 100% on your flight

$491

per person

Apr 30 - May 3

found 1 day ago

Roundtrip flight included

Denver (DEN) 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, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$396

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Denver (DEN) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

La Banque Hotel

Save 100% on your flight

$397

per person

Apr 16 - Apr 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. 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 concierge services.

Top Skokie hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$112 total

Feb 5 - Feb 6

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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

$103 nightly

$120 total

Feb 10 - Feb 11

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

DoubleTree by Hilton Chicago - Magnificent Mile

300 E Ohio St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Feb 10 - Feb 11

Total with taxes and fees

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.

Pool

Pet friendly

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$192 total

Feb 21 - Feb 22

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

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

$133 nightly

$156 total

Feb 9 - Feb 10

Total with taxes and fees

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.

Breakfast included

Free WiFi

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$230 total

Feb 27 - Feb 28

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Free airport shuttle

Pet friendly

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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

Wrigley Field

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

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

McCormick Place

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.

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 $274. 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.