Skokie Vacations from $381

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Emily Hotel
citizenM Chicago Downtown
La Banque Hotel
The French Country Inn Lake Geneva
Don't see what you're looking for?
See all available trips from Columbus to Skokie
View all trips

Discover the most popular places to visit in Skokie

What to do in Skokie

Skokie Hotel Deals

Holiday Inn Chicago North Shore by IHG

Holiday Inn Chicago North Shore by IHG

3 out of 5
5300 West Touhy Ave, Skokie, IL
Fully refundable
$112 nightly
The price is $128 total per night from Sep 1 to Sep 2
$128 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (1,334 reviews)
"Excellent"

Reviewed on Aug 18, 2025

Holiday Inn Chicago North Shore by IHG
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $177 total per night from Sep 1 to Sep 2
$177 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,211 reviews)
"The room and view were super nice. Even with not being on the waterfront side of the build we werent disappointed. Check in staff could be nicer but the bar staff was excellent. Nice and informative for travelers. The pier was i. Walking distance. Food and shopping all around and spotless insude ..."

Reviewed on Aug 20, 2025

The Wade
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $168 total per night from Aug 24 to Aug 25
$168 total
Aug 24 - Aug 25
Total with taxes and fees
7.8/10 Good! (8,982 reviews)
"Experience what it must have felt like to attend the 1893 Worlds Fair"

Reviewed on Aug 22, 2025

Congress Plaza Hotel
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.

Things to do in and around Skokie

Skokie, Illinois, is perfect for family vacations with its blend of outdoor adventures, educational attractions, and vibrant shopping areas. Visitors can explore scenic parks, enjoy local theater performances, and discover nearby attractions that cater to all interests. Whether you’re looking for a leisurely day outdoors or a fun shopping experience, Skokie offers a variety of activities to make your visit enjoyable and memorable.

Shopping

Your shopping experience in Skokie will be fantastic. Visit Schaefer's Wines and Liquors for local specialties. The Logan Square Farmers Market offers fresh produce and unique finds, just 7 miles away. If you're up for a drive, check out the Fashion Outlets of Chicago, located 8 miles from Skokie.

Recreation

Wrigley Field, a historic stadium, offers an electrifying sports atmosphere, perfect for catching a game. The Rosemont Theatre presents a mix of culture and entertainment, ideal for an enchanting night out. Meanwhile, the Aragon Ballroom provides an exciting venue for live music, enveloping you in vibrant energy.

Adventure

Visit Kiddie Kingdom, an arcadeAdventureZone 3 miles from Skokie, where family fun meets adventure. For water excitement, Rainbow Falls Waterpark, 13 miles away, offers thrilling slides and family-friendly attractions. Sky High Sports Niles, also 3 miles from Skokie, features exhilarating trampoline activities for all ages.

Nightlife

Experience the vibrant nightlife in Skokie with a visit to Kingston Mines, a lively nightclub offering romance and city vibes. For a fun night out, check out Dave & Buster's, a perfect spot for drinks and entertainment. Don't miss Blues on Halstead, another fantastic nightclub with a romantic atmosphere.

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

Find the best attractions near Skokie

Skokie, Illinois, offers a delightful mix of family-friendly activities, urban parks, and cultural attractions, making it perfect for outdoor and city-themed vacations. Visitors can enjoy local gems like the Skokie Theatre while exploring beautiful beaches and modern colleges. With a focus on family experiences and cultural enrichment, Skokie is an inviting destination for travelers seeking a memorable getaway.

  • Northwestern University: Explore this prestigious institution known for its stunning campus and vibrant city vibes. With beautiful architecture and lush green spaces, it's perfect for a leisurely stroll or a guided tour that showcases its rich history and academic excellence.
  • Donald E. Stephens Convention Center: A hub for events and conferences, this venue offers a dynamic atmosphere with business vibes. Attend a trade show or simply admire its modern design and impressive facilities, making it a key stop for networking and entertainment.
  • Milwaukee Avenue: Experience the lively atmosphere of this bustling street, lined with shops, restaurants, and local attractions. Enjoy a walk or a meal at one of the eateries, soaking in the vibrant city vibes that make this area a favorite among locals and visitors alike.

Best time to go to Skokie

The best time to visit Skokie can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Skokie falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Skokie falls in January, visitor numbers are slightly low and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostlySlightly LowSlightly Low
February26.4°F (-3.1°C)Light RainMostlyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostlyAverageAverage
April45.3°F (7.4°C)Light RainMostlySlightly 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 RainMostlySlightly LowSlightly Low

Tips to save on your trip to Skokie

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

More vacations you might like

Frequently asked questions

How much does a Skokie vacation package cost?
Offering excellent value package deals from $381 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.