Skokie Vacation Packages 2026 from $519

Skokie flight + hotel vacation packages

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

The Chicago Hotel Collection - Wrigleyville

Lakeview

Save 100% on your flight

$519

per person

Sep 1 - Sep 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, express check-in, and express check-out are also on offer.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$790

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$1,111

per person

Jul 31 - Aug 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This 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, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$738

per person

Aug 6 - Aug 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$932

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.

Top Skokie hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$162 total

Jun 29 - Jun 30

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.

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$166 total

Jun 30 - Jul 1

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Free Cancellation

$131 nightly

$155 total

Jul 1 - Jul 2

Total with taxes and fees

This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi in public areas. Self parking, express check-out, and luggage storage are also offered.

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$154 total

Jun 28 - Jun 29

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 business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$183 total

Jun 29 - Jun 30

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.

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$245 nightly

$288 total

Jul 12 - Jul 13

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.

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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

4.5/5(2,149 reviews)

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

A coastal cityscape with high-rise buildings, a marina, and a park area.

Naval Base Great Lakes

4.5/5(461 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier

4.5/5(4,925 reviews)

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

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 $519. 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.