Northwest Chicago Luxury Holidays

Book a Luxury Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Top flight + Luxury hotel deals in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Schaumburg Chicago
DoubleTree by Hilton Chicago Schaumburg
Eaglewood Resort and Spa
The Westin Chicago Northwest
Don't see what you're looking for?
See all available trips from New York to Northwest Chicago
View all trips

3 Night Luxury holidays in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Schaumburg Chicago
Eaglewood Resort and Spa
The Westin Chicago Northwest
Don't see what you're looking for?
See all available trips from New York to Northwest Chicago
View all trips

All you need to know about luxury holidays in Northwest Chicago

What can I expect from a luxury Northwest Chicago holiday?

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

How can I find all-inclusive luxury holidays in Northwest Chicago?

Tick the all-inclusive and 5-star filters to find the crème de la crème of Northwest Chicago holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

Can I book a cheap luxury holiday to Northwest Chicago?

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Northwest Chicago starting at £289. Prices and availability are subject to change. Additional terms may apply.

Are there luxury spa holidays in Northwest Chicago?

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Northwest Chicago spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

What should I look for when booking a luxury family holiday in Northwest Chicago?

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

Can I book luxury last-minute holidays to Northwest Chicago?

You can wangle a top-notch luxury holiday in Northwest Chicago for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

Can I book a luxury holiday in Northwest Chicago with free cancellation and/or flexible dates?

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

Why should I book my luxury travel to Northwest Chicago with Expedia?

Nobody does luxury quite like Expedia. With so many gorgeous properties in Northwest Chicago to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

Top Luxury Northwest Chicago Hotels

Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
1998 North Roselle Road, Schaumburg, IL
  • 4 min drive from Woodfield Mall
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in ...
8.2/10 Very Good! (1,008 reviews)
"I found it to be a perfectly nice hotel. The checkin staff was personable and efficient. The room was clean. The bed, etc. were all good. I was there for 3 nights. They said they would only service the room on request. On the morning of day 2, I ask for fresh towels and an additional bar of soap ..."

Reviewed on 3 Aug 2025

Holiday Inn Chicago - Schaumburg by IHG
Renaissance Schaumburg Convention Center Hotel

Renaissance Schaumburg Convention Center Hotel

4 out of 5
1551 Thoreau Dr N, Schaumburg, IL
  • 20 min walk from Woodfield Mall
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free parking, 2 restaurants and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,001 reviews)
A great stay!
"I had a great stay. The hotel lobby is beautiful and well designed. My room was clean, comfortable and hand a view of the fountain. The hotel is conveniently located off the highway and two miles to the shopping mall."

Reviewed on 3 Aug 2025

Renaissance Schaumburg Convention Center Hotel
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

4 out of 5
1800 East Golf Rd, Schaumburg, IL
  • 8 min walk from Woodfield Mall
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,182 reviews)
"Beautiful hotel, everythjng I needed."

Reviewed on 1 Aug 2025

Hyatt Regency Schaumburg Chicago
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.

More holidays you might like

* 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.