Green Oaks Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Green Oaks Vacation

Take the guesswork out of travel planning with a Green Oaks vacation package. One of the best neighborhoods to base yourself in this vibrant city is Riverwoods, which is great for nature and a lot more. Every trip to Green Oaks needs a well-crafted itinerary. Fill yours with famous sights like Six Flags Great America, Lake County Fairgrounds and Genesee Theater. Stop dreaming and start traveling. Browse the multitude of options on Expedia today and put your Green Oaks vacation plans into motion!

Top Green Oaks Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Amazing amenities. friendly staff and clean rooms. Views from the balcony were so nice!

Reviewed on Jul. 12, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I love Virgin air and expected a 5-star experience. Hotel checkin was not all that welcoming, but efficientl. They had no valet service and basically told us we were on our own. Thought ok I need a drink so went to the rooftop bar. An afterthought at this hotel. Cushions were dirty and faded. Barely staffed. More like a rooftop bar in costs rica than downtown Chicago. Room was nice and stylish. The highlight of the stay tbh as was the coffee shop.

Reviewed on Jul. 13, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Amazing customer service

Reviewed on Jul. 13, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul. 12, 2025

Ready to book your vacation to Green Oaks?

 

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Green Oaks Hotel Deals

Hyatt Place Chicago/O'Hare Airport
Hyatt Place Chicago/O'Hare Airport
3 out of 5
6810 Mannheim Rd, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jul 20 to Jul 21
CA $184
CA $209 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (2,991 reviews)
"PERFECT."

Reviewed on Jul. 14, 2025

Hyatt Place Chicago/O'Hare Airport
Grand Royal Hotel O'Hare - Chicago
Grand Royal Hotel O'Hare - Chicago
3.5 out of 5
1000 Busse Rd, Elk Grove Village, IL
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Jul 21 to Jul 22
CA $130
CA $147 total
Jul 21 - Jul 22
includes taxes & fees
5.6/10 (109 reviews)
"Cheap and convenient to airports"

Reviewed on Jul. 9, 2025

Grand Royal Hotel O'Hare - Chicago
Holiday Inn Chicago O'Hare – Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG
3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
Fully refundable
The price is CA $141 per night from Aug 10 to Aug 11
CA $141
CA $163 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,174 reviews)
"I did not like that the tv did not show any shows. I found it difficult to operate the tv."

Reviewed on Jul. 14, 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG
See all 945 properties in Green Oaks
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Green Oaks

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Green Oaks

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Green Oaks

Frequently asked questions

How much does a Green Oaks vacation package cost?
You'll find cheap prices from CA $688 on Expedia for your Green Oaks break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Green Oaks costs.
What are the cheapest months to go to Green Oaks?
If you're looking to score a cheap Green Oaks vacation package, consider planning a trip in January, February and November. You'll generally find better rates on flights and accommodations during these months --- ideal for a budget-friendly break.
How many days is enough for Green Oaks?
You can see all the main sights in Green Oaks in a few days, including the popular Great Wolf Lodge Water Park. If you're looking for a longer Green Oaks vacation, look at what kind of day tours and activities are available close by.
How to find the best Green Oaks package deals?
Use Expedia's handy filters to find some fabulous Green Oaks package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Green Oaks package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Green Oaks vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can customize your Green Oaks trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Green Oaks?
If you're planning a spur-of-the-moment Green Oaks vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Green Oaks?

  1. Choose when to travel: Check your diary and get packing. Your favourite season and the activities on offer will also help you decide when to escape to Green Oaks.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when calculating how much to save for your trip to Green Oaks. Then, pick a hotel that fits your budget, whether that's an affordable stay or a deluxe getaway.
  3. Work out your trip length: Consider how long you want to spend discovering Green Oaks. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the ideal Green Oaks vacation package for you.

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