Title: Historic Route 66 Golf Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/553248621561870385/84ae69cd-06d7-48b8-a04a-f0221ac6efc7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Historic Route 66 Golf Holidays ## Book a Golf Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ## Top flight + Golf hotel deals in Historic Route 66 Price found within the past 48 hours. Click for updated prices. ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Felix River North/Magnificent Mile Downtown Chicago £1,140 per person 2 May - 9 May found 2 hours ago Return direct flight included London (LON) to Chicago (ORD) 8.2/10 Very Good! (2,582 reviews) Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent. Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value Reviewed on 24 Mar 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago Save 100% on your flight £1,516 per person 2 May - 9 May found 2 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) Everything was very nice. The room was very clean, amenities great, and staff friendly. Also, a great location less than a block off of Michigan Ave. Perfect for shopping! I would definitely stay here again. Reviewed on 28 Mar 2026 ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago £1,276 per person 2 May - 9 May found 2 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.2/10 Wonderful! (2,091 reviews) Could have done with cold water and more food available to buy but really liked the hotel. Lovely room Reviewed on 28 Mar 2026 ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/e1a9657a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Silversmith Hotel Chicago Downtown Downtown Chicago £1,351 per person 2 May - 9 May found 2 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.2/10 Wonderful! (2,245 reviews) Excellent room, well designed and spacious Reviewed on 26 Mar 2026 ![Grand Geneva Resort & Spa](https://images.trvl-media.com/lodging/1000000/40000/34500/34466/f6553754_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Geneva Resort & Spa £2,142 per person 9 May - 16 May found 7 hours ago Return flight included London (LHR) to Chicago (ORD) 8.6/10 Excellent! (1,009 reviews) Friendly staff and very well kept Reviewed on 27 Mar 2026 Don't see what you're looking for? See all available trips from London to Historic Route 66 [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Golf holidays in Historic Route 66 Price found within the past 48 hours. Click for updated prices. ![Four Seasons Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Hotel Chicago Downtown Chicago £2,645 per person 2 May - 9 May found 2 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (999 reviews) Service was wonderful! Hotel is very well located close to shops, restaurants and coffee shops. Lots to see and do around and hotel itself is pure luxury. We had a wonderful stay! Reviewed on 27 Mar 2026 Don't see what you're looking for? See all available trips from London to Historic Route 66 [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing golf holidays in Historic Route 66 #### How can I find the best golf holidays in Historic Route 66? Tee off your top golfing holiday in Historic Route 66 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 Historic Route 66? 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 Historic Route 66 starting from £1,140\. Prices and availability are subject to change. Additional terms may apply. #### Can I book Historic Route 66 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 Historic Route 66 with that added level of bliss. #### How can I find luxury golf holidays in Historic Route 66? Score under par on the course and go overboard on everything else with a luxury golf holiday to Historic Route 66\. 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 Historic Route 66? Use the all-inclusive filter to hunt out those glorious all-inclusive golf holidays in Historic Route 66\. If there are none available, consider half board – you’ll likely be out on the golf course at lunchtime anyway. #### Why should I book Historic Route 66 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 Historic Route 66? If you have free time on your side or annual leave to use up, a spontaneous last-minute golf trip in Historic Route 66 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 Historic Route 66 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 Historic Route 66 with Expedia? Booking a golf trip to Historic Route 66 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Golf Holiday Destinations > - 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Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app