Title: West Side Golf Holidays 2025/2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # West Side Golf Holidays ## Book a Golf Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 West Side Price found within the past 48 hours. Click for updated prices. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago £683 per person 20 Nov - 26 Nov found 17 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9/10 Wonderful! (1,004 reviews) Not big fan of the room amenities. Reviewed on 14 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-20/2025-11-26/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&HotelClass=40&dealMarker=XIw0rF1TwoqwKuOMVK_jCbEwrXvgr25GoC4MOM-fUfwUizYPv9EAJVSJ9Xiy-zjC) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago £765 per person 20 Nov - 26 Nov found 17 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly. Reviewed on 16 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-20/2025-11-26/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&HotelClass=40&dealMarker=XIw0rF1TwoqwKuOMVK_jCbEwrXvgr25GoC4MOM-fUfyKa7SCqYkvoq2AYgnrbMH9) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,053 per person 26 Dec - 30 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel. Reviewed on 15 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=nmO89eKVubvPae42IwY9F95sG05UNad4KiOrmEpgU_QLDMywHYEvcKzMU9awewde) ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago £687 per person 20 Nov - 26 Nov found 17 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9.4/10 Exceptional! (2,142 reviews) Beautiful View, helpful staff, clean and safe area of city. Right in the Lake! Downtown is a 30 minute walk but lots of cabs/lifts available at Navy Pier. Reviewed on 16 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-20/2025-11-26/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=57651125&paandie=true&HotelClass=40&dealMarker=XIw0rF1TwoqwKuOMVK_jCbEwrXvgr25GoC4MOM-fUfwAT_Gd0SuvnbVoYsp9KX0J) ![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/747fff56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arlo Chicago Downtown Chicago £715 per person 20 Nov - 26 Nov found 17 hours ago Return direct flight included London (LGW) to Chicago (ORD) 9.2/10 Wonderful! (1,826 reviews) My choice every trip to Chicago! Reviewed on 15 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-20/2025-11-26/?FromAirport=LGW&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26910691&paandie=true&HotelClass=40&dealMarker=XIw0rF1TwoqwKuOMVK_jCbEwrXvgr25GoC4MOM-fUfw-mU7q4iqRPlhFTECzgbXV) Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=LGW&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Golf holidays in West Side Price found within the past 48 hours. Click for updated prices. ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago £1,033 per person 26 Dec - 30 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) The front desk staff was super friendly and helpful. After waking up at 4am to catch an early flight, we were thrilled when they had a room ready for us for early check-in. Hyatt does a great job with room lay-outs. It was obvious that our room was recently renovated with a modern conveniences like motorized shades, a comfy window seat, hidden bar and Nespresso maker, and clean decor. Our friends were staying around the corner at the Ritz and liked our room better. Reviewed on 14 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=50&dealMarker=nmO89eKVubvPae42IwY9F3f_Rg2Rb9bA5yyPMhDzijjkj_FWccqB574_OL6M7MYL) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,053 per person 26 Dec - 30 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel. Reviewed on 15 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=50&dealMarker=nmO89eKVubvPae42IwY9F95sG05UNad4KiOrmEpgU_QLDMywHYEvcKzMU9awewde) Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Golf holidays in West Side Price found within the past 48 hours. Click for updated prices. ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Swissotel - Chicago Downtown Chicago £665 per person 24 Nov - 27 Nov found 10 hours ago Return flight included London (LHR) to Chicago (ORD) 9/10 Wonderful! (2,765 reviews) The front desk morning shift male employee was very nice and Reviewed on 16 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-11-27/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17288&paandie=true&HotelClass=40&dealMarker=_8RhJaWN9y7LoD6-ZXL8RKC2nz_dQ5wyUGGLmJiRuBplIVk6p8sNQc3yKNJTEvli) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,016 per person 24 Nov - 27 Nov found 10 hours ago Return flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel. Reviewed on 15 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-11-27/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=_8RhJaWN9y7LoD6-ZXL8RIHeuzQNrS6d_rGSoS-oHBCbNAuLB__cyXc8E9Y6qYTm) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago £720 per person 24 Nov - 27 Nov found 10 hours ago Return flight included London (LHR) to Chicago (ORD) 9.2/10 Wonderful! (1,222 reviews) Staff friendly and convenient. However, a bit loud, like we were on the sidewalk hearing music, cars and trains. Room was very minimal and a bit stark. Most like a dorm room/hostel. Very low lighting, fine except to try to read at night. Reviewed on 15 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-24/2025-11-27/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&HotelClass=40&dealMarker=_8RhJaWN9y7LoD6-ZXL8RKC2nz_dQ5wyUGGLmJiRuBodV-smE2d982l505VsiBXD) Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=LHR&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Golf holidays in West Side Price found within the past 48 hours. Click for updated prices. ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago £689 per person 27 Nov - 1 Dec found 17 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.2/10 Wonderful! (1,222 reviews) Staff friendly and convenient. However, a bit loud, like we were on the sidewalk hearing music, cars and trains. Room was very minimal and a bit stark. Most like a dorm room/hostel. Very low lighting, fine except to try to read at night. Reviewed on 15 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-27/2025-12-01/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=bYrtQUPVVqlWJgsSH_CqcwQ-gsskjdQdYEszPLUcZ_ev9dayZ1BRIrGPOCALL6AQ) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,053 per person 26 Dec - 30 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel. Reviewed on 15 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=nmO89eKVubvPae42IwY9F95sG05UNad4KiOrmEpgU_QLDMywHYEvcKzMU9awewde) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago £1,033 per person 26 Dec - 30 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) The front desk staff was super friendly and helpful. After waking up at 4am to catch an early flight, we were thrilled when they had a room ready for us for early check-in. Hyatt does a great job with room lay-outs. It was obvious that our room was recently renovated with a modern conveniences like motorized shades, a comfy window seat, hidden bar and Nespresso maker, and clean decor. Our friends were staying around the corner at the Ritz and liked our room better. Reviewed on 14 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=nmO89eKVubvPae42IwY9F3f_Rg2Rb9bA5yyPMhDzijjkj_FWccqB574_OL6M7MYL) Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-17/2025-11-24/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing golf holidays in West Side #### How can I find the best golf holidays in West Side? Tee off your top golfing holiday in West Side 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 West Side? 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 West Side starting from £665. Prices and availability are subject to change. Additional terms may apply. #### Can I book West Side 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 West Side with that added level of bliss. #### How can I find luxury golf holidays in West Side? Score under par on the course and go overboard on everything else with a luxury golf holiday to West Side. 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 West Side? Use the all-inclusive filter to hunt out those glorious all-inclusive golf holidays in West Side. If there are none available, consider half board – you’ll likely be out on the golf course at lunchtime anyway. #### Why should I book West Side 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 West Side? If you have free time on your side or annual leave to use up, a spontaneous last-minute golf trip in West Side 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 West Side 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 West Side with Expedia? Booking a golf trip to West Side 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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[Golf Holidays in Turkey](https://www.expedia.co.uk/lp/theme-holidays/golf-holidays/183/Turkey) ## More Holiday Ideas [Flights to West Side](https://expedia.co.uk/Cheap-Flights-To-West-Side.d553248635976475400.Travel-Guide-Flights)[West Side Hotels](https://expedia.co.uk/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[West Side Holiday Rentals](https://expedia.co.uk/West-Side-Holiday-Rentals.d553248635976475400.Travel-Guide-HolidayRentals)[West Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-West-Side.d553248635976475400.Car-Hire-Guide)[West Side Holidays](https://expedia.co.uk/West-Side.d553248635976475400.Holidays-City-Breaks)[Things to do in West Side](https://expedia.co.uk/Things-To-Do-In-West-Side.d553248635976475400.Travel-Guide-Activities) \* 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. ![](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. 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