Illinois Adventure Vacations
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Top Adventure vacation packages in Illinois
Price found within the past 48 hours. Click for updated prices.
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
Price was ￥166,680, price is now ￥147,396 per person
￥147,396
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (2,309 reviews)
Our stay was amazing!
Reviewed on Sep 4, 2025
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was ￥500,885, price is now ￥391,596 per person
￥391,596
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,028 reviews)
It was great for a short stay with my family. We enjoyed the location and proximity to public transportation.
Reviewed on Sep 4, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥519,605, price is now ￥452,942 per person
￥452,942
per person
Oct 5 - Oct 10
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Truly enjoyed our experience at this hotel. Staff very kind and helpful. Location was perfect because of its location on the Magnificent Mile and getting to other areas of interest in Chicago. The room was very comfortable and clean. Definitely recommend this hotel!
Reviewed on Sep 4, 2025
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was ￥420,070, price is now ￥368,885 per person
￥368,885
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,002 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
5* Adventure vacations in Illinois
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Chicago
Downtown Chicago
Price was ￥350,670, price is now ￥349,613 per person
￥349,613
per person
Dec 1 - Dec 3
found 22 hours ago
Roundtrip flight included
Kagoshima (KOJ) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Too expensive for such a basic room. Cheap towels and toilet paper. Broken wall switches. Handle on bathroom door broke. Just a basic room with nothing special. No refrigerator or microwave. For almost $5000 for just 3 nights I had to pay for valet parking and all food (not even free snacks). Complimentary breakfast would have been great for $5000. Bathroom was nice but just a waste of money. Not sure what all the money was for. Will not recommend or ever go back.
Reviewed on Sep 1, 2025
The Peninsula Chicago
Downtown Chicago
Price was ￥519,605, price is now ￥452,942 per person
￥452,942
per person
Oct 5 - Oct 10
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Truly enjoyed our experience at this hotel. Staff very kind and helpful. Location was perfect because of its location on the Magnificent Mile and getting to other areas of interest in Chicago. The room was very comfortable and clean. Definitely recommend this hotel!
Reviewed on Sep 4, 2025
Four Seasons Hotel Chicago
Downtown Chicago
Price was ￥372,654, price is now ￥366,547 per person
￥366,547
per person
Dec 1 - Dec 3
found 22 hours ago
Roundtrip flight included
Kagoshima (KOJ) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
I loved it all. Brought my 5 year old grandson Mateo and they catered to him including their kid room key card , a treasure chest choice, a hat and stuffed animal and his own kid sized robe. He spilled some food in restaurant and we apologized profusely, but they waved it off saying they were family friendly. Loved the pool, loved the hot tub, loved how kind and friendly staff was
Reviewed on Aug 14, 2025
3 Night Adventure vacations in Illinois
Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
Downtown Chicago
Price was ￥256,267, price is now ￥219,632 per person
￥219,632
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Kagoshima (KOJ) to Chicago (ORD)
8.4/10 Very Good! (1,917 reviews)
The staff was very friendly and informative. Carlo and Katherine checked in with us throughout our stay to see if we needed anything. Both were helpful in telling us which train to take the get to Wrigley Field and how to get a cab on the morning of our departure.
Reviewed on Sep 4, 2025
The Royal Sonesta Chicago Downtown
Downtown Chicago
Price was ￥332,532, price is now ￥301,912 per person
￥301,912
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,890 reviews)
Staff was extremely friendly, very convenient location, beautiful views, close to a lot of shopping and dining.
Reviewed on Sep 4, 2025
4 Night Adventure vacations in Illinois
Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
Downtown Chicago
Price was ￥310,842, price is now ￥280,140 per person
￥280,140
per person
Nov 27 - Dec 1
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,917 reviews)
The staff was very friendly and informative. Carlo and Katherine checked in with us throughout our stay to see if we needed anything. Both were helpful in telling us which train to take the get to Wrigley Field and how to get a cab on the morning of our departure.
Reviewed on Sep 4, 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was ￥344,744, price is now ￥304,820 per person
￥304,820
per person
Nov 27 - Dec 1
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (3,363 reviews)
Beautiful property and kind staff!
Reviewed on Sep 4, 2025
Top Adventure Illinois Hotels
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
The price is ￥30,202 per night from Sep 25 to Sep 26
￥30,202
￥39,154 total
Sep 25 - Sep 26
includes taxes & fees
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
The price is ￥41,423 per night from Sep 6 to Sep 7
￥41,423
￥52,112 total
Sep 6 - Sep 7
includes taxes & fees
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
The price is ￥35,187 per night from Sep 21 to Sep 22
￥35,187
￥45,663 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
