Rolling Meadows Vacations from $424

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Your Rolling Meadows Vacation

Prepare to experience Rolling Meadows on your own terms with a custom Rolling Meadows vacation package! Discovering the best parts of this captivating city is simple with a base in a neighborhood such as Medinah, which is great for golfing, among other things. Woodfield Mall, Schaumburg Medieval Times and LEGOLAND® Discovery Center are just some of the sights you'll want to check out during your trip to Rolling Meadows. Your dream Rolling Meadows vacation is just a few clicks away. Explore hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Rolling Meadows vacation packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $787, price is now $424 per person
$424
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
The restrooms do not have built in ventilation and the hotel needs to be updated overall.

Reviewed on Aug 25, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,322, price is now $641 per person
$641
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,298, price is now $646 per person
$646
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,316 reviews)
Had a great experience. Clean room, great rooftop bar, great breakfast!

Reviewed on Aug 25, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $980, price is now $488 per person
$488
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
Great except parking

Reviewed on Aug 19, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was $1,598, price is now $845 per person
$845
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug 21, 2025

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Discover the most popular places to visit in Rolling Meadows

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

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
Navy Pier featuring a sunset and rides

Navy Pier

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

Navy Pier

What to do in Rolling Meadows

River tour boat in Chicago

Architecture River Tour

$41
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

$41
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

$45
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Rolling Meadows

Rolling Meadows Hotel Deals

Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
$152 nightly
The price is $179 total per night from Sep 19 to Sep 20
$179 total
Sep 19 - Sep 20
Total with taxes and fees
8.4/10 Very Good! (1,130 reviews)
"It was very nice!!!!"

Reviewed on Aug 25, 2025

Marriott Chicago O'Hare
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $210 total per night from Sep 19 to Sep 20
$210 total
Sep 19 - Sep 20
Total with taxes and fees
8.2/10 Very Good! (2,101 reviews)
Passing Thru
"Nice quiet and convenient hotel and room. Excellent staff."

Reviewed on Aug 24, 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $163 total per night from Sep 19 to Sep 20
$163 total
Sep 19 - Sep 20
Total with taxes and fees
8.6/10 Excellent! (1,893 reviews)
"I love it"

Reviewed on Aug 24, 2025

Hyatt Regency O'Hare Chicago
See all 2,207 properties in Rolling Meadows
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.

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Frequently asked questions

How much does a Rolling Meadows vacation package cost?
Offering great value package deals from $424 on Expedia, you'll be pleasantly surprised at how much a vacation to Rolling Meadows costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Rolling Meadows?
If you'd like to book a cheap Rolling Meadows vacation package, consider traveling in January, February and April. You're likely to find lower rates on hotels and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Rolling Meadows?
The ideal length for your Rolling Meadows vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to visit all the major sights and explore some hidden spots along the way.
How to find the best Rolling Meadows package deals?
Landing a cheap Rolling Meadows package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Rolling Meadows package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Rolling Meadows vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can tailor your Rolling Meadows getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Rolling Meadows?
Secure incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Rolling Meadows adventure.
How to plan a trip to Rolling Meadows?

  1. Choose when to get away: Check your schedule and pack your bags. Your favorite season and the activities on offer will also help you decide when to escape to Rolling Meadows.
  2. Set your budget: Consider costs such as transportation, flights and meals when working out how much to set aside for your trip to Rolling Meadows. Then, pick a property that suits your budget, whether that's an affordable stay or a deluxe getaway.
  3. Explore Rolling Meadows using our trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Rolling Meadows. You can also save your favorite places, collaborate with your group and organize all your plans in one place.
  4. Decide your trip length: Consider how long you'd like to spend exploring Rolling Meadows. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Bundle your airfare and accommodations: After you've settled on your travel dates and duration, book the right Rolling Meadows vacation package for you.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on Rolling Meadows's best offerings. Find all the exciting things to do in Rolling Meadows with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Rolling Meadows vacation packages?
Your Rolling Meadows trip should be an escape from your daily routine, not a source of money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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