Chesterton Holidays
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Top Flight + Hotel Deals in Chesterton
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was €968, price is now €785 per person
€785
per person
30 Apr - 3 May
found 20 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
Room neat, clean and cozy. Check in was easy. Small and intimate for quick weekend getaway.
Reviewed on 16 Feb 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was €1,298, price is now €901 per person
€901
per person
30 Apr - 3 May
found 20 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel is very nice and the staff are super friendly and helpful. The breakfast buffet has everything you could want!
Reviewed on 16 Feb 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €1,236, price is now €960 per person
€960
per person
30 Apr - 3 May
found 20 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Really enjoyed my stay. Everything was excellent from the staff, room, to the amenities! Would definitely book again.
Reviewed on 15 Feb 2026
Level Chicago – Old Town
Downtown Chicago
Price was €1,134, price is now €892 per person
€892
per person
30 Apr - 3 May
found 20 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on 2 Feb 2026
Top hotels in Chesterton
Comfort Inn & Suites Porter near Indiana Dunes
1800 West US Highway 20 Chesterton IN
Fully refundableReserve now, pay when you stay
The price is €76 per night from 18 Feb to 19 Feb
€76
18 Feb - 19 Feb
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Clean room
Reviewed on 6 Feb 2026
Spring House Inn
303 N Mineral Springs Rd Chesterton IN
Fully refundableReserve now, pay when you stay
The price is €79 per night from 17 Feb to 18 Feb
€79
17 Feb - 18 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Wonderful stay. Great hospitality. Beautiful views!
Reviewed on 5 Feb 2026
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
Fully refundableReserve now, pay when you stay
8/10 Very Good! (998 reviews)
Clean room. Jet tub was clean and relaxing.
Reviewed on 26 Jan 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.
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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.
