Skokie Holidays from £1,140

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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.
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was £1,561, price is now £1,140 per person
£1,140
per person
30 Sept - 5 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
Awesome hotel

Reviewed on 8 Jul 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,851, price is now £1,969 per person
£1,969
per person
12 Sept - 19 Sept
found 23 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Wonderful amenities, clean and great location. The only thing I did not care for was checking myself in. Front staff welcome you but you have to complete your own check in. After a long day if travel the last thing a person wants to do is complete forms. Lowers the Luxury feel of the property when the front desk does not do what an average Holiday Inn does.

Reviewed on 6 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £2,560, price is now £1,814 per person
£1,814
per person
23 Aug - 29 Aug
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Front desk staff was super helpful and enthusiastic. Smooth check-in, and checkout.

Reviewed on 8 Jul 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £2,231, price is now £1,589 per person
£1,589
per person
30 Sept - 5 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)
We had our room upgraded to a suite which was a nice surprise. It was a great stay!

Reviewed on 8 Jul 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was £1,696, price is now £1,242 per person
£1,242
per person
30 Sept - 5 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,323 reviews)

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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is £146 per night from 27 Jul to 28 Jul
£146
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,714 reviews)
"Nice place to stay"

Reviewed on 8 Jul 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £231 per night from 26 Jul to 27 Jul
£231
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,879 reviews)
"Awesome hotel"

Reviewed on 8 Jul 2026

Omni Chicago Hotel
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 £165 per night from 6 Aug to 7 Aug
£165
6 Aug - 7 Aug
includes taxes & fees
8/10 Very good! (10,205 reviews)
"everything good"

Reviewed on 8 Jul 2026

Congress Plaza Hotel
See all 4,684 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
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Family Friendly Holidays

Stay near popular Skokie attractions

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.
See properties

What to do in Skokie

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£19
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£31
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Skokie

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 £1,140. 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.

Explore a world of travel with Expedia

* 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.