Title: Western Suburbs Ski Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6059325/f2cce23d-2cb7-45e3-8bc5-91e74a1d52c0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Western Suburbs Ski Vacations ## Book a Ski Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Plan, book, and manage your trip all in one place ## Top Ski vacation packages in Western Suburbs Price found within the past 48 hours. Click for updated prices. ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LondonHouse Chicago, Curio Collection by Hilton Downtown Chicago Save 100% on your flight $571 per person Apr 23 - Apr 27 found 1 day ago Roundtrip flight included Dallas (DFW) to Chicago (ORD) 9.4/10 Exceptional! (3,646 reviews) Nice room, fun rooftop bar, late to check in, room wasn’t ready but it was St Patty’s day so lots of revelers. Reviewed on Mar 18, 2026 ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago Save 100% on your flight $890 per person Jun 5 - Jun 9 found 1 day ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Great experience overall. TV streaming apps would not connect to the internet even after engineering came by to try to fix it. Reviewed on Mar 20, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago Save 100% on your flight $997 per person Jun 5 - Jun 9 found 1 day ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 9/10 Wonderful! (441 reviews) Spacious room with great views and washer and dryer Reviewed on Mar 17, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago $720 per person May 25 - May 28 found 9 hours ago Roundtrip flight included Burbank (BUR) to Chicago (ORD) 9.4/10 Exceptional! (1,140 reviews) Truly one of our favorite stays! The staff makes you feel at home & are super accommodating. I will stay here every time! The bellman Michael is quite literally the best ever!! He made our stay so wonderful and special! Reviewed on Mar 16, 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 $636 per person May 25 - May 28 found 9 hours ago Roundtrip flight included Burbank (BUR) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) It was in a perfect spot for us to visit Chicago and have a comfortable place to stay Reviewed on Mar 21, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Suburbs [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski vacations in Western Suburbs Price found within the past 48 hours. Click for updated prices. ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago Save 100% on your flight $893 per person May 7 - May 10 found 24 hours ago Roundtrip flight included Dallas (DFW) to Chicago (ORD) 9.6/10 Exceptional! (1,004 reviews) Room clean , large comfoy Reviewed on Mar 15, 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago Save 100% on your flight $1,506 per person Jun 5 - Jun 9 found 1 day ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 9.4/10 Exceptional! (1,852 reviews) When the experience was worth every penny. This will ruin every other hotel experience you’ll have it’s that good. Reviewed on Mar 16, 2026 ![Nobu Hotel Chicago](https://images.trvl-media.com/lodging/37000000/36480000/36475600/36475533/ccd16d9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Nobu Hotel Chicago Downtown Chicago $1,299 per person May 21 - May 24 found 23 hours ago Roundtrip flight included New York (JFK) to Chicago (ORD) 9.4/10 Exceptional! (798 reviews) I really enjoyed my stay at Nobu. The food was very nice and the atmosphere was what I really wanted (the main reason I chose to stay there). I also really liked the location of the hotel. Everything was very walkable and I enjoyed exploring when I had free time. My only thoughts as negatives are the view from the rooms are not super impressive, I had opted in for the upgraded room at a discounted price which I did get (but wasn’t informed that when I checked in which was stated when I opted in), and I had quite a few issues with the Wi-Fi and working the tv so I just gave up on that. If you’re looking for a reliable, clean place that offers a lot for food and beverages then I’d definitely recommend staying! Reviewed on Mar 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Suburbs [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski vacations in Western Suburbs Price found within the past 48 hours. Click for updated prices. ![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 Save 100% on your flight $645 per person May 7 - May 10 found 1 day ago Roundtrip flight included Dallas (DFW) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) Great location, views, & amenities. Reviewed on Mar 20, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8c061e2a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago Save 100% on your flight $774 per person May 21 - May 24 found 1 day ago Roundtrip flight included New York (JFK) to Chicago (ORD) 9/10 Wonderful! (441 reviews) Spacious room with great views and washer and dryer Reviewed on Mar 17, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago $720 per person May 25 - May 28 found 9 hours ago Roundtrip flight included Burbank (BUR) to Chicago (ORD) 9.4/10 Exceptional! (1,140 reviews) Truly one of our favorite stays! The staff makes you feel at home & are super accommodating. I will stay here every time! The bellman Michael is quite literally the best ever!! He made our stay so wonderful and special! Reviewed on Mar 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Suburbs [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski vacations in Western Suburbs 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 Save 100% on your flight $820 per person Jun 5 - Jun 9 found 1 day ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 8.2/10 Very Good! (2,582 reviews) The property looks beautiful and the staff is very friendly. The details are, however, very lacking. The window in my room was drafty and upon inspection there were stains on the curtains. The shower had basically no edge to it and the curtain was short enough that the floor flooded when we showered. The bed was also not comfortable- especially the pillows which had zero support. It's a good location but I definitely won't be staying here again. Reviewed on Mar 19, 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 $925 per person Jun 5 - Jun 9 found 1 day ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) It was in a perfect spot for us to visit Chicago and have a comfortable place to stay Reviewed on Mar 21, 2026 ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago Save 100% on your flight $890 per person Jun 5 - Jun 9 found 1 day ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Great experience overall. TV streaming apps would not connect to the internet even after engineering came by to try to fix it. Reviewed on Mar 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Suburbs [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-21/2026-04-28/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Planning your Western Suburbs ski vacation #### What are some things I should consider when booking a Western Suburbs ski trip package? Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in. #### How can I find cheap Western Suburbs ski packages? Right now, ski trips start at just $571\. Prices and availability are subject to change. Additional terms may apply. #### Can I book a beginner ski package in Western Suburbs? Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Western Suburbs. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow. #### How much does a ski trip to Western Suburbs cost? Sensational ski trips to Western Suburbs start from $571\. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply. #### When’s the best time of year to plan a ski trip to Western Suburbs? The best time to hit the slopes in Western Suburbs depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days. #### Can I book Western Suburbs ski packages with airfare? Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly. #### Can I book a Western Suburbs ski trip with free cancellation and/or flexible dates? Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options. #### Why should I book a ski package in Western Suburbs with Expedia? Simple search and fantastic filters make it easy to find, build, and book your dream Western Suburbs ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy. ## More vacations 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 Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.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 Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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](https://expedia.com/Western-Suburbs-Vacation-Rentals.d6059325.Travel-Guide-VacationRentals)[ Car Rentals in Western Suburbs ](https://expedia.com/Car-Rentals-In-Western-Suburbs.d6059325.Car-Rental-Guide)[ Western Suburbs Vacations ](https://expedia.com/Western-Suburbs.d6059325.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on 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