Mount Greenwood Vacations from ¥283,386

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The Latest Mount Greenwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Downtown Chicago
¥283,386
per person
Nov 2 - Nov 7
found 4 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (2,311 reviews)
the bed was super comfy. hotel was clean and the staff were great! would definitely stay here again!

Reviewed on Aug 9, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥291,068
per person
Sep 26 - Sep 29
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Our first visit to Chicago, we chose this hotel based on price and reviews. It was amazing! Perfect location on the Magnificent Mile, we walked the city and saw all the sights. The BREAKFAST buffet included with stay is one of a kind! We enjoyed a nightcap at the rooftop bar amazed by the city skyline. The staff is so kind and helpful. HIGHLY RECOMMEND and we will absolutely stay there again as we are already planning our next trip to Chicago.

Reviewed on Aug 9, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥361,801
per person
Oct 18 - Oct 21
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,957 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
¥285,690
per person
Oct 18 - Oct 21
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (512 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
¥300,438
per person
Oct 18 - Oct 21
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,631 reviews)

Find the Best Mount Greenwood Vacation Packages

Mount Greenwood Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
¥16,474
¥19,588 total
Sep 8 - Sep 9
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
¥22,555
¥26,816 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very Good! (1,961 reviews)
"I was double charged. Still trying to get resolved!!"

Reviewed on Aug 9, 2026

The Chicago Hotel Collection Ambassador Gold Coast
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
¥25,415
¥35,266 total
Sep 7 - Sep 8
includes taxes & fees
The Allegro Royal Sonesta Hotel Chicago Loop
See all 4,287 properties in Mount Greenwood
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.

What to do in Mount Greenwood

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,920
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,518
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Mount Greenwood

Frequently asked questions

What are the cheapest months to go to Mount Greenwood?
You're likely to find lower prices and greater availability in January, February and November. Check out our cheap Mount Greenwood vacation packages and you could score some excellent off-season deals.
How many days is enough for Mount Greenwood?
The ideal duration for your Mount Greenwood vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you plenty of time to go to all the major attractions and discover some hidden treasures along the way.
How to find the best Mount Greenwood package deals?
Landing a cheap Mount Greenwood package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Mount Greenwood package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
When to book a vacation package to Mount Greenwood?
If you've got your Mount Greenwood vacation dates locked in, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Mount Greenwood?
  1. Choose when to get away: Check your calendar and get your bags packed. Your favorite time of year and the activities on offer will also help you decide when to visit Mount Greenwood.
  2. Set a budget: Consider costs like food, flights and transportation when calculating how much to put aside for your trip to Mount Greenwood. Then, pick a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Mount Greenwood. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Mount Greenwood 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.