Rolling Meadows Vacations from $263

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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.
Bridgeview Inn Chicago Area

Bridgeview Inn Chicago Area

2 out of 5
Save 100% on your flight
Price was $430, price is now $263 per person
$263
per person
Mar 16 - Mar 21
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
6.4/10 (105 reviews)
Newly remodeled room.

Reviewed on Oct 11, 2025

La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $628, price is now $354 per person
$354
per person
Apr 3 - Apr 6
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
The room was spotless and the staff was good. Loved the hotel. Was just an overnight stay. Wish we had stayed another day. Loved the area.

Reviewed on Nov 30, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $711, price is now $442 per person
$442
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The staff and hotel were great. The rooms were spacious and bathrooms were very well thought out to accommodate multiple people. The staff were friendly and helpful. The breakfast every morning was wonderful. The breakfast has everything you can imagine. Will definitely stay there again.

Reviewed on Jan 7, 2026

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $590, price is now $371 per person
$371
per person
Feb 13 - Feb 15
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.4/10 Very Good! (999 reviews)
Enjoyed the room. The staff could use a hug not the friendliest. The games our outdated. Seen many guest besides me decide to go play at the other area casino

Reviewed on Jan 1, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,523, price is now $966 per person
$966
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!

Reviewed on Jan 3, 2026

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Discover the most popular places to visit in Rolling Meadows

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

Michigan Avenue

4.5/5(332 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
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

What to do in Rolling Meadows

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

$83
per adult
80% of travellers recommend
Chicago Bulls Basketball Game at United Center
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Rolling Meadows

Rolling Meadows Hotel Deals

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
$196 nightly
The price is $230 total per night from Feb 6 to Feb 7
$230 total
Feb 6 - Feb 7
Total with taxes and fees
8.2/10 Very Good! (2,199 reviews)
Our check in between flights was so friendly , efficient and competent . Ella is great . This easiest to access the property form terminal 2 .

Reviewed on Jan 5, 2026

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
$118 nightly
The price is $135 total per night from Jan 9 to Jan 10
$135 total
Jan 9 - Jan 10
Total with taxes and fees
8.8/10 Excellent! (2,307 reviews)
Comfortable and elegant, the only thing missing was a free breakfast

Reviewed on Jan 6, 2026

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd Rosemont IL
Fully refundable
$105 nightly
The price is $120 total per night from Jan 12 to Jan 13
$120 total
Jan 12 - Jan 13
Total with taxes and fees
8.6/10 Excellent! (2,685 reviews)
Overall the room was fine but there were insufficient blankets on the bed! Upped the room temp to 72 (and I'm used to 68 at home) and still used a bath towel as an added blanket!

Reviewed on Dec 31, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 2,438 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.

Find the Best Rolling Meadows Vacation Packages

Rolling Meadows Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
24,200
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Rosemont Theatre, Parkway Bank Park Entertainment District and Marriott Theatre

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Frequently asked questions

How much does a Rolling Meadows vacation package cost?
Offering great value package deals from $263 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

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