A waterfall cascading over a rocky ledge surrounded by autumn foliage.

South Suburbs Ski Vacations

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Top Ski vacation packages in South Suburbs

Price found within the past 48 hours. Click for updated prices.
  • Sep 23 - Sep 27

    Hotel Saint Clair- Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.4/10 - Very Good (2,097 reviews)
    "The hotel was a good area, walking distance of everything. Have zero complaints."
    Reviewed August 6, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥325,386
    ¥264,242
    per traveler
    found 1 day ago
    Hotel Saint Clair- Magnificent Mile
  • Sep 23 - Sep 27

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (4,935 reviews)
    "Great breakfast"
    Reviewed August 6, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥448,769
    ¥333,590
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Sep 23 - Sep 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (546 reviews)
    "Great staff, great place!"
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥389,820
    ¥304,796
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Sep 23 - Sep 27

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,643 reviews)
    "Great rescpatio "
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥427,298
    ¥342,162
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Sep 23 - Sep 27

    Level Chicago – Old Town + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.0/10 - Wonderful (512 reviews)
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥374,077
    ¥302,471
    per traveler
    found 1 day ago
    Level Chicago – Old Town

Discover the most popular places to visit in South Suburbs

Top Ski South Suburbs Hotels

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.

Planning your South Suburbs ski vacation

What are some things I should consider when booking a South 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 South Suburbs ski packages?

Right now, ski trips start at just ¥264,242. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in South Suburbs?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in South 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 South Suburbs cost?

Sensational ski trips to South Suburbs start from ¥264,242. 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 South Suburbs?

The best time to hit the slopes in South 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 South 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 South 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 South Suburbs with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream South Suburbs ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.