
Chicago Golf Holidays
Book a Golf Hotel + Flight or Car together to unlock savings
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Top flight + Golf hotel deals in Chicago




The Westin Chicago Northwest
Reviewed on 23 Aug 2025

Embassy Suites by Hilton Chicago North Shore Deerfield
Reviewed on 23 Aug 2025
3 Night Golf holidays in Chicago



The Westin Chicago Northwest
Reviewed on 23 Aug 2025
4 Night Golf holidays in Chicago



Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Reviewed on 20 Aug 2025
Find amazing golf holidays in Chicago
How can I find the best golf holidays in Chicago?
Tee off your top golfing holiday in Chicago by searching for the perfect accommodation on Expedia. Pop in your dates and start looking at your options. You can even check and book flights, too – just don’t forget to include your golf bag as luggage!
Are there cheap golf packages available in Chicago?
Bundling your accommodation, flights and car hire together is a great way to save money and ensure everything is easily organised. We have stacks of very tempting luxury and cheap golf packages, with those in Chicago starting from £482. Prices and availability are subject to change. Additional terms may apply.
Can I book Chicago golf and spa packages?
There’s no better way to unwind after a step-heavy day on the course than with a few hours in the spa. Or, for golf-widowed husbands or wives, a golf and spa package holiday could be a winning way to spend some quality time together, with activities to keep everyone happy. Use the spa filter to find golf holidays in Chicago with that added level of bliss.
How can I find luxury golf holidays in Chicago?
Score under par on the course and go overboard on everything else with a luxury golf holiday to Chicago. To find the most special spots, use the 5-star properties filter, and – go on – treat yourself to business class flights.
Can I book all-inclusive golf holidays in Chicago?
Use the all-inclusive filter to hunt out those glorious all-inclusive golf holidays in Chicago. If there are none available, consider half board – you’ll likely be out on the golf course at lunchtime anyway.
Why should I book Chicago golf holidays including flights?
Save money, save time and save paperwork by booking your accommodation, flights and even car hire all with Expedia. It takes just a few clicks to see all the options and book in one fell swoop.
Should I book a last-minute golf holiday in Chicago?
If you have free time on your side or annual leave to use up, a spontaneous last-minute golf trip in Chicago is a wonderful idea. Pop in a few dates to see what’s available – you might even save money with last-minute deals.
Can I book a golf holiday in Chicago with free cancellation and/or flexible dates?
Flexibility is the spice of life, so use our dedicated filter to find accommodation and flights with free cancellation options. Remember, though, always check the small print before booking!
Why should I book my golf trip to Chicago with Expedia?
Booking a golf trip to Chicago with Expedia feels like getting a hole-in-one on your first shot on the course. It’s smooth, easy and, with so many options to choose from, you’ll feel giddy with excitement.
Top Golf Chicago Hotels

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Travellers like: on-site golf course, golf lessons, restaurant with golf course, sauna
Reviewed on 22 Aug 2025

Eaglewood Resort and Spa
Travellers like: on-site golf course, golf lessons, clubhouse, pro shop
Reviewed on 13 Aug 2025

Pheasant Run Resort
Travellers like: golf course on site, sauna, steam room, Hot tub
Reviewed on 27 Feb 2020
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* 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.