Skokie Vacation Packages
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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.
Top Skokie Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
CA $1,158
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,326 reviews)
Everything was smooth and stress-free. The room was exactly what you need after a long travel day. The bed was comfortable and the bathroom was kept in perfect condition.
Reviewed on Sep 11, 2026
Ready to book your vacation to Skokie?
Skokie Hotel Deals
DoubleTree by Hilton Chicago - North Shore Conference Center
9599 Skokie Blvd Skokie IL
Fully refundableReserve now, pay when you stay
CA $183
CA $209 total
Oct 7 - Oct 8
includes taxes & fees
8.6/10 Excellent! (1,107 reviews)
"Always good stay for short trips"
Reviewed on Sep 11, 2026
Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
5300 West Touhy Ave Skokie IL
Fully refundable
CA $192
CA $220 total
Oct 7 - Oct 8
includes taxes & fees
7.4/10 Good! (1,645 reviews)
"I booked this hotel on expedia and paid on my visa. First problem, there is a note in the reservation I only noticed afterward that said if I arrived after midnight my reservation may be cancelled and I was going to arrive late, so I decided to call the hotel, and they would not answer the phone. ..."
Reviewed on Sep 10, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $227
CA $269 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very good! (10,205 reviews)
"My stay was great. But the hallway was off putting."
Reviewed on Sep 10, 2026
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.
Illinois Holocaust Museum and Education Center
8.0/10 (50 reviews)
You can spend time studying the exhibits at Illinois Holocaust Museum and Education Center during your travels in Skokie. Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
Skokie Theatre
8.2/10 (59 reviews)
You can make plans for a show at Skokie Theatre during your trip to Skokie. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
Adagio Teas
7.6/10 (40 reviews)
Enjoy a stop at Adagio Teas, an entertaining place to visit in Skokie. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Illinois Science and Technology Park
7.6/10 (29 reviews)
Illinois Science and Technology Park is just one of the places to see in Skokie, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the entertainment choices in this vibrant area.
AMC Village Crossing 18
You can take time to visit AMC Village Crossing 18 during your travels to Skokie. Check out the shops and top-notch restaurants in this family-friendly area.
Emily Oaks Nature Center
7.6/10 (33 reviews)
Explore the great outdoors at Emily Oaks Nature Center, a lovely green space in Skokie. Experience the entertainment choices or attend a sporting event in this vibrant area.
Oakton Park
You can take time to visit Oakton Park during your travels to Skokie. Check out the shops and top-notch restaurants in this family-friendly area.
What to do in Skokie
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Frequently asked questions
How much does a Skokie vacation package cost?
You can pick up a vacation package to this top destination from CA $801 on Expedia. However, how much your vacation to Skokie costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Skokie?
You're likely to find lower prices and greater availability in January, February and November. Take a look at our cheap Skokie vacation packages and you could land some excellent off-season deals.
How many days is enough for Skokie?
Skokie vacations can be as short or long as you like, but to really sink your teeth into this place, we'd suggest 2 days is about right. In this timeframe, you can visit top sights like Riviera Theatre and Norridge Park District as well as lesser-known spots. Don't skip neighbourhoods such as O'Hare and Norwood Park either. If you're smart with your time, you can even allow for a day trip from Skokie too.
Is it worth booking a vacation package to Skokie?
From top attractions such as North Shore Centre for the Performing Arts and Skokie Theatre to its excellent history, a Skokie vacation delivers big on experiences. With so much to do and see, find out for yourself why Skokie is such a good vacation destination.
How to find the best Skokie package deals?
Use Expedia's filters to help you find some great Skokie package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Skokie package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Skokie vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Skokie vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Skokie?
Score fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Skokie trip.
How to plan a trip to Skokie?
- Choose when to get away: Check your schedule and get packing. Your favourite time of year and the type of activities available will also help you decide when to escape to Skokie.
- Budget wisely: In addition to the price of your stay, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may arise during your trip to Skokie.
- Decide how long to go away for: Now that you know more about Skokie, you can figure out the ideal length of your vacation. Pull together a rough plan and allocate enough time to cover everything you want to see.
- Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the ideal Skokie vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
