St. Charles Holidays
Photo by Krystyna Fedrizzi
- Plan, book, travel with confidence
- Better togetherSave up to €185 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
Top Flight + Hotel Deals in St. Charles
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,131, price is now €880 per person
€880
per person
25 Jan - 30 Jan
found 23 hours ago
Return flight included
Dublin (DUB) 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 8 Dec 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,721, price is now €1,228 per person
€1,228
per person
25 Jan - 30 Jan
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom.
Reviewed on 14 Dec 2025
The Peninsula Chicago
Downtown Chicago
Price was €1,986, price is now €1,510 per person
€1,510
per person
25 Jan - 30 Jan
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
One of the best, if not the best we have ever stayed at. Staff were exceptional including Osama who made us welcome from the moment we arrived.
Outstanding!!
Reviewed on 15 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €1,175, price is now €905 per person
€905
per person
25 Jan - 30 Jan
found 23 hours ago
Return flight included
Dublin (DUB) 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 26 Nov 2025
Pendry Chicago
Downtown Chicago
Price was €1,161, price is now €929 per person
€929
per person
25 Jan - 30 Jan
found 23 hours ago
Return flight included
Dublin (DUB) 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 4 Dec 2025
Top hotels in St. Charles
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is €196 per night from 16 Jan to 17 Jan
€196
16 Jan - 17 Jan 2026
includes taxes & fees
8.2/10 Very Good! (2,176 reviews)
right next to the airport. if you stay here here, exit from the front door, take a left and walk to the end of the hotel, and cross the street with a crossing guard, and you are at the airport sliding doors. quick to catch a flight staying here. also, the hotel has a great Jazz bar with live performances. ...
Reviewed on 9 Dec 2025
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 €84 per night from 24 Dec to 25 Dec
€84
24 Dec - 25 Dec
includes taxes & fees
7.8/10 Good! (1,002 reviews)
Nice
Reviewed on 10 Dec 2025
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
The price is €68 per night from 17 Dec to 18 Dec
€68
17 Dec - 18 Dec
includes taxes & fees
9/10 Wonderful! (2,423 reviews)
Very good overall. Would definitely come back!
Reviewed on 14 Dec 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.
Popular places to visit
Otter Cove Aquatic Park
Bring the children to Otter Cove Aquatic Park and have a fun-filled day at this theme park in St. Charles. Amble around this family-friendly area's riverfront or attend a sporting event.
What to do in St. Charles
Private 45-Minute Chicago Skyline Helicopter Tour
€731
per traveller
100% of travellers recommend
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
