Skokie Vacations from $336

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Your Skokie Vacation

There's no better way to escape than with one of our vacation packages to Skokie. The diversity and progressive thinking are a couple of the compelling reasons you'll want to stay in this awesome city. Like to get out and explore? Northwestern University, Loyola University Chicago and Aragon Ballroom are three of the leading places to visit during your trip to Skokie. Your ideal Skokie vacation is a couple of clicks away. Search hotels, airfares and more on Expedia for a getaway that's tailored to suit your style.

The Latest Skokie vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Hotel Riu Plaza Chicago
Level Chicago – Old Town
The Emily Hotel
JW Marriott Chicago
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Discover the most popular places to visit in Skokie

What to do in Skokie

Skokie Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Feb 23 to Feb 24
$109 total
Feb 23 - Feb 24
Total with taxes and fees
8/10 Very Good! (9,925 reviews)
Room was very cold, key didn’t work for the side door

Reviewed on Feb 22, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $144 total per night from Mar 4 to Mar 5
$144 total
Mar 4 - Mar 5
Total with taxes and fees
9.4/10 Exceptional! (3,385 reviews)
Great staff, clean rooms. Great location

Reviewed on Feb 21, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $116 total per night from Mar 4 to Mar 5
$116 total
Mar 4 - Mar 5
Total with taxes and fees
8.6/10 Excellent! (5,683 reviews)
The staff were friendly, the room was clean, and this hotel is in a great location. We were able to walk to a lot of attractions. My main issue with this hotel is that it was too popular! It was really crowded when we were there and even with 4 elevators sometimes there was a wait. Still, I would ...

Reviewed on Feb 21, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

Find the Best Skokie Vacation Packages

Things to do in and around Skokie

Skokie, Illinois, offers a delightful mix of family-friendly activities, outdoor adventures, and cultural experiences. Enjoy shopping at local boutiques, explore nearby attractions, and immerse yourself in the vibrant theater scene. Don't miss the scenic parks for some fresh air and outdoor fun, making Skokie an ideal destination for those seeking a well-rounded vacation filled with entertainment and relaxation.

Shopping

In Skokie, visit Schaefer's Wines and Liquors for local finds. The Logan Square Farmers Market, 7 miles away, offers fresh produce and artisanal goods. If you're up for a drive, check out the Fashion Outlets of Chicago, 8 miles distant, for great deals on brand-name fashion.

Recreation

In Skokie, you can experience the energetic atmosphere at Wrigley Field, a short drive away, perfect for sports enthusiasts. For a cultural escape, visit the Rosemont Theatre, which offers a blend of romance and entertainment. Enjoy live music at the nearby Aragon Ballroom for a lively night out.

Adventure

Sky High Sports Niles, located 3 miles from Skokie, offers an exhilarating arcadeAdventureZone filled with trampolines and games for the whole family. For splashes of fun, visit Rainbow Falls Waterpark, 13 miles away, featuring thrilling slides and wave pools. Don't miss Amazing Chicago's Funhouse Maze, 12 miles from Skokie, for a puzzling adventure.

Nightlife

Experience vibrant nightlife in Skokie with a visit to Kingston Mines, a lively nightclub just 9 miles away, offering romance and city vibes. Alternatively, enjoy a fun evening at Dave & Buster's, an entertainment pub 11 miles from Skokie, or unwind at Blues on Halstead, also 9 miles away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Skokie

Skokie, Illinois, is an excellent destination for families and outdoor enthusiasts, offering a mix of urban parks, beaches, and modern college attractions. Travelers can enjoy cultural experiences and family-friendly activities at local points of interest. Don't miss visiting the Skokie Theatre for a taste of the local arts scene. Whether you're relaxing at the beach or exploring the parks, Skokie has something for everyone to enjoy.

  • Northwestern University: Immerse yourself in the vibrant atmosphere of this prestigious university, located only 4 miles from Skokie. Explore its beautiful campus, rich in history and modern architecture, and enjoy the diverse cultural events and performances that showcase student talent.
  • Donald E. Stephens Convention Center: Experience the dynamic energy of this event and conference venue situated 7 miles away. With its state-of-the-art facilities, it hosts a variety of exhibitions and conventions, making it an ideal spot for networking and discovering local innovations.
  • Milwaukee Avenue: Stroll along Milwaukee Avenue, just 4 miles from Skokie, where you'll find a lively mix of shops, eateries, and entertainment options. This bustling street perfectly embodies the city vibes, offering a taste of local life and culture.

Best time to go to Skokie

The best time to visit Skokie is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly CloudySlightly LowSlightly Low
February26.4°F (-3.1°C)Light RainMostly CloudyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostly CloudyAverageAverage
April45.3°F (7.4°C)Light RainMostly CloudySlightly HighAverage
May56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly HighSlightly High
July73.2°F (22.9°C)Light RainMostly SunnySlightly HighAverage
August72.9°F (22.7°C)Light RainMostly SunnyAverageAverage
September66.7°F (19.3°C)Light RainMostly SunnyAverageSlightly High
October54.5°F (12.5°C)Light RainMostly SunnyAverageSlightly High
November41.9°F (5.5°C)Light RainMostly SunnySlightly LowAverage
December32.5°F (0.3°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Skokie

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Skokie.
  • Consider traveling to Skokie during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Skokie Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
64,800
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Chicago Riverwalk, Art Institute of Chicago and Chicago Theatre

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Frequently asked questions

How much does a Skokie vacation package cost?
Offering excellent value package deals from $336 on Expedia, you'll be surprised at how little a vacation to Skokie costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Skokie?
If you'd like to snag a cheap Skokie vacation package, consider visiting in December, January and February. You'll generally find better prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Skokie?
To fully enjoy your Skokie vacation, we recommend staying for 2 days. Divide your time between discovering Emily Oaks Nature Center, Schaefer's Wines and Liquors and other key sights, as well as experiencing neighborhoods like O'Hare and Norwood Park. If you've got some time to spare, include a day trip in your Skokie vacation itinerary.
Is it worth booking a vacation package to Skokie?
Boasting a host of highlights starting with its excellent history, Skokie is a good vacation destination. Whether you'd like to visit sights like North Shore Center for the Performing Arts and Skokie Theatre or take the path less traveled, you'll find loads to see and do on your Skokie vacation.
How to find the best Skokie package deals?
Start your search for a Skokie package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Skokie package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Skokie escape off to a flying start.
Is it cheaper to book a Skokie vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the freedom to create a customized Skokie vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Skokie?
If you're considering an impromptu Skokie trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Skokie?

  1. Choose when to travel: Check your calendar and get packing. Your favorite time of year and the type of activities available will also help you decide when to visit Skokie.
  2. Set your budget: Factor in costs such as flights, meals and transportation when calculating how much to set aside for your trip to Skokie. Then, pick a hotel that suits your budget, whether that's a wallet-friendly stay or a more upscale retreat.
  3. Discover Skokie with Expedia's trip planning tool: Gain insights into the leading attractions and best properties for your trip to Skokie. You can also save your favorite locations, collaborate with family and friends and arrange all your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Skokie, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  5. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, book the right Skokie vacation package for you.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some awesome things to do in Skokie. Book tickets or make reservations as soon as you can to save time and skip the hassle of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Skokie vacation packages?
If you're anything like us, you love going away but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Skokie break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.