Skokie Holidays from £895
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Your Skokie Holiday
There's no better way to escape than with one of our holiday 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 holiday 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 Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
Downtown Chicago
£1,086
per person
11 Nov - 15 Nov
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Room was dated and showed signs of hard wear; front desk staff unfriendly; door men never once open the door for us from the street; area around hotel dirty.
Shay, the concierge was super nice though and the lobby was attractively decorated.
Reviewed on 4 Oct 2026
The Ritz-Carlton, Chicago
Downtown Chicago
£1,431
per person
28 Dec - 2 Jan
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back.
Reviewed on 24 Sept 2026
Sofitel Chicago Magnificent Mile
Downtown Chicago
£1,167
per person
28 Dec - 2 Jan
found 18 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,643 reviews)
The property is old and rundown. The carpets look like they have not been cleaned in many months. The staff was great but clearly shortstaffed. It took several hours for us to check in after the 3 o’clock check-in time. The room was upgraded, but when we got there, it was rundown as well. I think it’s not the best choice if you’re gonna be staying in Chicago right now
Reviewed on 5 Oct 2026
Skokie Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 64,800 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Chicago Riverwalk, Art Institute of Chicago and Chicago Theatre |
Top hotels in Skokie
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£114
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (10,180 reviews)
"Convenient location. Reasonably priced. Comfortable beds. Small bathroom. Rather dated in parts of the building and in need of upgrades."
Reviewed on 5 Oct 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£150
1 Nov - 2 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£128
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (2,417 reviews)
"The staff was just blatantly unhelpful. The front desk was often unmanned and could not take requests whether it was for a checkout or to ask about how a food delivery had been misplaced. I’ve seen HolidayInns with better customer service."
Reviewed on 5 Oct 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 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 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.
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 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.
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.
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.
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.
What to do in Skokie
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
Frequently asked questions
How much does a Skokie travel package cost?
Browse and book everything in one place with our Skokie travel packages, which start from only £895. Select the flights and hotels that match your travel style. Then, add on a couple of activities or tours to round off your unique escape.
If I'm not able to travel, can I cancel my Skokie travel package?
It is possible to cancel your Skokie booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Skokie?
Browse and book everything in the one place with our Skokie travel packages. You'll discover deals on flights, hotels, tours and more that'll keep your credit card happy and your adventurous spirit full. And, with more than 550 airlines and 1,000,000 hotels throughout the world to select from, there are endless opportunities to mix and match as you like.
Does Expedia offer Book Now, Pay Later Skokie holidays?
We do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:
- Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budgets, so you can take that well-earned holiday sooner.
- Pay in instalments holidays: If you'd prefer to pay for your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.
Where should I stay in Skokie?
A holiday in Skokie wouldn't be complete without stopping by Skokie Theatre, Sky High Sports Niles and North Shore Centre for the Performing Arts. Stay near these top sights and make sightseeing a breeze.
What are the top hotels in Skokie?
Get your holiday off to a flying start by locking in a room at Hyatt Regency Chicago. It's one of most popular properties in Skokie. Another welcoming option is The Godfrey Hotel Chicago.
How far in advance should I book my Skokie holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise tickets up to 12 months prior to departure dates. This is usually the cheapest time to book. If circumstances have left you booking late, discount tickets to Skokie sometimes emerge a few weeks before departure.
What does an Expedia Skokie travel package include?
Select from any combination of flights, hotels and rental cars. Once you've made your booking, you can also add on experiences and tours. Want to pick your airfare class? That's possible too. The choice is all yours when it comes to planning your perfect Skokie getaway.
What should I know before booking a Skokie travel package?
You'll land big savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything in one place will make your trip planning easier. So why waste time or money? Whether you're putting together an upscale romantic escape or a low-cost family break, take a look at our travel packages today.
Can I choose my airline with a Skokie Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You get to decide. We have access to more than 550 partner airlines across the globe, so you have lots of choice when creating your Skokie trip.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
