Skokie Trips (flight + hotel)
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Top hotels in Skokie
Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
5300 West Touhy Ave Skokie IL
Fully refundable
P8,956
P10,253 total
Oct 25 - Oct 26
includes taxes & fees
7.6/10 Good! (1,657 reviews)
"The staff were wonderful!! The best part of this hotel for me is that it was Handicapped Accessible for everything including Pool and Hottubs and Doors. The Handicap shower even drains right such a hard thing for hotels to understand. Bar Louies was great food and so was Breakfast also the Pool was ..."
Reviewed on Sep 23, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
P10,155
P12,073 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (5,435 reviews)
"Elevator was broken, took 15 minutes each time I needed it"
Reviewed on Sep 24, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
P10,115
P12,026 total
Oct 25 - Oct 26
includes taxes & fees
8/10 Very Good! (10,200 reviews)
"Well, if you enjoy very old and poorly maintained...this is your place. The best part of the stay were the bellmen. They were kind, helpful and friendly!! The reception staff were very unfriendly!!! The property is old and has some charm but it is very poorly kept. Wallpaper peeling off the walls, ..."
Reviewed on Sep 24, 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)
This intimate cultural venue houses two theaters 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 theater 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.
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 flavors 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 entertainment choices in this vibrant 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.
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.
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
Frequently asked questions
How much does a Skokie vacation package cost?
Offering excellent value package deals 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're looking to snag a cheap Skokie vacation 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 travelers wishing to save money.
How many days is enough for Skokie?
To fully enjoy a Skokie vacation, we recommend staying for 2 days. Split your time between visiting Emily Oaks Nature Center, Schaefer's Wines and Liquors and other key sights, in addition to experiencing neighborhoods like O'Hare and Norwood Park. If you've got some time to spare, add a day trip or tour to your Skokie vacation itinerary.
Is it worth booking a vacation package to Skokie?
Well known for its history and home to leading attractions like North Shore Center for the Performing Arts, a Skokie vacation 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 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?
- 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 vacation 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.
