
Cook County Vacations & Trips from ¥285,163
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The Latest Cook County Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Level Chicago Fulton Market
Downtown Chicago
Price was ¥358,742, price is now ¥285,163 per person
¥285,163
per person
Jun 26 - Jun 30
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Overall we enjoyed our stay. A few things that we didn’t care for. One is that the parking was inconvenient due to you having to call to get in every time you leave. Next would be the closet with the furnace was extremely noisy and almost kinda sounding. It came off and on very frequently. Lastly, the bed was as hard as a rock. If you are used a nice bed you can forget it. For the price no thx.
Reviewed on Apr 12, 2026

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Price was ¥496,508, price is now ¥388,984 per person
¥388,984
per person
May 14 - May 17
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
This is the best hotel on Michigan Avenue. Access to Nordstrom without leaving the building. Great views, food, very clean and smells amazing!
Reviewed on Apr 11, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ¥661,897, price is now ¥521,872 per person
¥521,872
per person
Jun 1 - Jun 8
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
The room was clean, spacious, with good views.
Reviewed on Apr 12, 2026


Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was ¥597,774, price is now ¥471,794 per person
¥471,794
per person
Jun 1 - Jun 8
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.8/10 Excellent! (1,942 reviews)
Pros: Excellent location!! Super close to Shedd and Field. It’s in a quieter part of town — perfect for families with young kids!!
Cons: We had two rooms during our visit. The non-city view room was super dark and dreary and seemed a bit run down. The city view room was much nicer!
On our second night, my kids used the hot tub and there was clearly too much chlorine added. Our eyes watered, it caused us to cough, and the foam literally bleached and caused the fabric on their bathing suits to wrinkle and disintegrate. (They swam on the first night and the water was fine!) The evening staff were completely useless.
Another big inconvenience… Our door dash order didn’t include any plasticware. (We had ordered some pasta dishes.) The front desk staff could not provide us with any. Any?! It seemed incredibly odd that a giant hotel wouldn’t have any forks or spoons, anywhere?? I was advised to “check the breakfast area on the 8th floor” and found all of the cupboards locked. And don’t sell cups of microwaveable oatmeal and mac and cheese if you don’t also offer utensils. Common sense.
Seriously, we’re pretty easy to please while traveling. But the complete lack of motivation by the nighttime staff and the pool water fiasco really made me upset.
Reviewed on Apr 11, 2026
Cook County Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥19,638 per night from Apr 26 to Apr 27
¥19,638
¥23,054 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,117 reviews)
Staff is super nice and helpful but everything is very outdated bathroom in room flooded in one flush rooms are okay but not the best wouldn’t come back
Reviewed on Apr 13, 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥19,009 per night from Apr 26 to Apr 27
¥19,009
¥22,314 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,118 reviews)
Great room
Reviewed on Apr 12, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥22,072 per night from Apr 26 to Apr 27
¥22,072
¥25,911 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,847 reviews)
Great location, great staff, great rooms!
Reviewed on Apr 12, 2026
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
