Skokie Holidays
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Top hotels in Skokie
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$161
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,186 reviews)
"n/a"
Reviewed on 14 Aug, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$218
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (1,985 reviews)
"I was unhappy about my stay in the hotel. Upon arrival I left my car for vallet service in the front of the hotel at 11 45 pm. And provided the keys to receptionist as I had urgent conference call. He told me that parking person busy with other car and will come shortly and take the keys from him. ..."
Reviewed on 14 Aug, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
S$359
4 Sept - 5 Sept
includes taxes & fees
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)
This intimate cultural venue houses two theatres showcasing diverse performances. Enjoy excellent acoustics and sightlines before exploring nearby dining options for a complete evening experience.
Skokie Theatre
8.2/10 (59 reviews)
This intimate Art Deco theatre captivates with diverse live performances in a historic setting. Reserve tickets early for popular shows to experience exceptional acoustics and perfect sight lines from every seat.
Illinois Holocaust Museum and Education Center
8.0/10 (50 reviews)
This powerful museum chronicles the Holocaust through survivor testimonies and innovative holographic interviews. Explore thought-provoking exhibits where technology connects visitors to history in deeply personal ways.
AMC Village Crossing 18
This modern 18-screen cinema complex offers premium IMAX and Dolby Cinema formats. Enjoy reclining seats, craft cocktails, and a dinner menu while watching the latest films.
Adagio Teas
7.6/10 (40 reviews)
This tea haven offers an impressive selection of artisanal blends with knowledgeable staff guiding your exploration. Sample exotic flavours while learning proper brewing techniques during their tastings.
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 acclaimed theatre scene in this vibrant area.
Oakton Park
You can take time to visit Oakton Park during your travels to Skokie. Visit the shops and top-notch restaurants in this family-friendly area.
Emily Oaks Nature Center
7.6/10 (33 reviews)
This 13-acre urban sanctuary offers restored prairies and ancient oaks just minutes from Chicago's bustle. Follow wood chip trails to spot herons and turtles, or explore the interactive Woodland Wander Inn exhibits.
What to do in Skokie
Chicago: Navy Pier Centennial Wheel Ticket
S$32
per adult
90% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
Frequently asked questions
How much does a Skokie holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday 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're looking to snag a cheap Skokie holiday package, consider planning a trip in January, February and November. You'll usually find better rates on hotels and airfares during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Skokie?
To fully enjoy a Skokie holiday, we recommend staying for 2 days. Split your time between visiting Emily Oaks Nature Centre, Schaefer's Wines and Liquors and other key sights, in addition to experiencing neighbourhoods like O'Hare and Norwood Park. If you've got some time to spare, add a day trip or tour to your Skokie holiday itinerary.
Is it worth booking a holiday package to Skokie?
Well known for its history and home to leading attractions like North Shore Centre for the Performing Arts, a Skokie holiday is sure to impress. Another top sight to visit? Don't miss Skokie Theatre.
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 holiday as a package?
Expedia holiday 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 customised Skokie holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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?
- Pick your dates: What you'd like to do in Skokie and your preferred season can help you decide when to go.
- Calculate your budget: Make sure you have enough money to cover everything from transportation and food to experiences and flights. Your hotel will likely be the biggest expense during your trip to Skokie.
- Decide how many days away: Start by compiling a list of the sights and activities you want to get to in Skokie. Then, estimate how long you'll need for each, including any travel time.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Skokie holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
