Skokie Holidays

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Top hotels in Skokie

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is HK$1,392 per night from 4 Aug to 5 Aug
HK$1,392
HK$1,635 total
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (9,010 reviews)
"A/C wasn’t all that cold or powerful but was to be expected in an old building. Very clean, staff was friendly, and it’s a great location across from Grant Park. Beautiful, old building!!!"

Reviewed on 28 Jul 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is HK$1,798 per night from 24 Aug to 25 Aug
HK$1,798
HK$2,361 total
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (2,130 reviews)
"It was convenient and walkable distance to everywhere."

Reviewed on 30 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is HK$1,128 per night from 17 Aug to 18 Aug
HK$1,128
HK$1,324 total
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (2,536 reviews)
"Great"

Reviewed on 29 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,859 properties in Skokie
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.

Popular places to visit

Soldier Field featuring modern architecture, a city and a high-rise building

Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park
Six Flags Great America showing rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

What to do in Skokie

River tour boat in Chicago

Architecture River Tour

HK$383
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

HK$353
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

HK$353
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Skokie

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?

  1. Pick your dates: What you'd like to do in Skokie and your preferred season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.