Carpentersville Vacations from ￥194,311
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Carpentersville Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
Downtown Chicago
Price was ￥345,008, price is now ￥194,311 per person
￥194,311
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (2,241 reviews)
Wonderful customer service, great location!
Reviewed on Dec 8, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was ￥360,972, price is now ￥200,454 per person
￥200,454
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on Nov 26, 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was ￥362,218, price is now ￥202,294 per person
￥202,294
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.
Reviewed on Dec 8, 2025
Level Chicago – Old Town
Downtown Chicago
Price was ￥371,838, price is now ￥209,344 per person
￥209,344
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
The rooms were great. Very spacious, fully stocked kitchen and extremely clean. We loved having access to the 8th floor with the steam room, sauna, fitness center, game rooms, and socializing areas 24/7. Would love to experience it in the summer with the pool and outdoor areas. We were also fortunate enough to attend during their Christmas Brunch buffet which was such a great perk! If the price stays around the same, I will continue to stay at Level hotels exclusively in any cities I visit that has one! I’ve already told so many people about my wonderful hotel experience.
Reviewed on Dec 9, 2025
Pendry Chicago
Downtown Chicago
Price was ￥364,942, price is now ￥206,106 per person
￥206,106
per person
Feb 3 - Feb 6
found 18 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man,
Neither would get me a cab, they said to just stand outside
Reviewed on Dec 4, 2025
Find the Best Carpentersville Vacation Packages
Carpentersville Hotel Deals
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
1200 N Mittel Blvd Wood Dale IL
Fully refundableReserve now, pay when you stay
The price is ￥13,925 per night from Dec 16 to Dec 17
￥13,925
￥15,453 total
Dec 16 - Dec 17
includes taxes & fees
8/10 Very Good! (1,007 reviews)
Did not have breakfast.
Reviewed on Dec 6, 2025
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave Prospect Heights IL
Fully refundable
The price is ￥6,658 per night from Jan 5 to Jan 6
￥6,658
￥7,457 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8/10 Very Good! (1,535 reviews)
Clean and friendly staff. For a cheap place to stay, it was fine.
Reviewed on Dec 3, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is ￥7,398 per night from Dec 28 to Dec 29
￥7,398
￥8,358 total
Dec 28 - Dec 29
includes taxes & fees
7.8/10 Good! (1,715 reviews)
My room was not even made up, but they replaced it with another quickly.
Reviewed on Dec 6, 2025
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.
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
