Green Oaks Vacations from $379

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

The Latest Green Oaks Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Aug 29 - Aug 31

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    9.4/10 - Exceptional (4,742 reviews)
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $566
    $379
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Sep 25 - Sep 29

    Level Chicago – Old Town + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.0/10 - Wonderful (502 reviews)
    "Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place."
    Reviewed July 14, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,238
    $751
    per traveler
    found 1 day ago
    Level Chicago – Old Town
  • Sep 25 - Sep 28

    Swissotel - Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.0/10 - Wonderful (3,496 reviews)
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $885
    $561
    per traveler
    found 1 day ago
    Swissotel - Chicago
  • Sep 3 - Sep 7

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (528 reviews)
    "Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!"
    Reviewed July 17, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,298
    $828
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Aug 26 - Aug 30

    Hotel Saint Clair- Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.4/10 - Very Good (2,040 reviews)
    "N"
    Reviewed July 18, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,091
    $717
    per traveler
    found 1 day ago
    Hotel Saint Clair- Magnificent Mile

Green Oaks Hotel Deals

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.

Frequently Asked Questions

How much does a Green Oaks vacation package cost?

You can grab a vacation package to this top destination from $379 on Expedia. But how much your vacation to Green Oaks costs will depend on factors like the season, hotel choice and length of stay.

What are the cheapest months to go to Green Oaks?

If you're looking to book a cheap Green Oaks vacation package, consider planning a trip in December, January and February. You'll usually find lower prices on flights and hotels during these quieter months — ideal for travelers wishing to save money.

How many days is enough for Green Oaks?

With a well-organized travel plan, you can easily hit the top Green Oaks sights in a handful of days. But if you want to discover hidden gems or take day trips, think about booking your Green Oaks vacation for longer.

How to find the best Green Oaks package deals?

Use Expedia's handy filters to help you find some of the best Green Oaks package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Green Oaks package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.

Is it cheaper to book a Green Oaks vacation as a package?

You can enjoy significant savings on your next Green Oaks retreat by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Green Oaks?

If you're planning a spontaneous Green Oaks vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.

Does Expedia offer Book Now, Pay Later Green Oaks vacation packages?

Jet off on your perfect escape to Green Oaks with our Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snag great deals while they last.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.