Rolling Meadows Vacations from ￥288,510

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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
per person
Sep 11 - Sep 18
found 6 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Transport access walking distance to take train to midway airport was easy and convenient

Reviewed on Aug 7, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 11 - Sep 18
found 6 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
Breakfast was the best I have ever had at a hotel!!

Reviewed on Aug 7, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Everything is nice specially stuff hosptality

Reviewed on Aug 8, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,359 reviews)
First class property in every respect. Will stay again.

Reviewed on Aug 6, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on Jul 27, 2025

Find the Best Rolling Meadows Vacation Packages

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
The price is ￥26,339 per night from Aug 29 to Aug 30
￥26,339
￥30,919 total
Aug 29 - Aug 30
includes taxes & fees
8/10 Very Good! (2,096 reviews)
"I just needed a quiet clean room for the night. Grateful"

Reviewed on Aug 7, 2025

Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥21,027 per night from Sep 5 to Sep 6
￥21,027
￥24,685 total
Sep 5 - Sep 6
includes taxes & fees
8.4/10 Very Good! (1,113 reviews)
"Older building. Comfortable room, good food and store around"

Reviewed on Aug 7, 2025

Marriott Chicago O'Hare
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
The price is ￥18,074 per night from Sep 1 to Sep 2
￥18,074
￥20,601 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (2,371 reviews)
"Friendly staff."

Reviewed on Aug 6, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 2,288 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.

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

￥6,122
per adult
96% of travellers recommend
Architecture River Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

￥6,646
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

￥4,423
per adult
92% of travellers recommend
Skyline Lake Tour
See all activities in Rolling Meadows

Frequently asked questions

How much does a Rolling Meadows vacation package cost?
Offering great value package deals from ￥288,510 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?
You can usually find lower rates and better availability in December, January and February. Browse our cheap Rolling Meadows vacation packages and you could land some excellent off-season deals.
How many days is enough for Rolling Meadows?
Generally, a handful of days is enough to explore the main sights during your Rolling Meadows vacation. But if you prefer to have some time to rest or take day tours, consider extending your trip.
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 go: Check your schedule and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to escape to Rolling Meadows.
  2. Budget wisely: In addition to the price of your hotel, you'll need to factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Rolling Meadows.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to experience in Rolling Meadows. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Rolling Meadows vacation package that brings all your bookings together.

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