Illinois Adventure Holidays
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Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Downtown Chicago
Price was €583, price is now €422 per person
€422
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,903 reviews)
Breakfast and happy hour were a nice surprise. This was a great hotel in downtown Chicago with lots of dining and entertainment locations nearby.
Reviewed on 8 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €815, price is now €456 per person
€456
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on 7 Oct 2025
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €767, price is now €518 per person
€518
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
Clean room and very nice amenities. We loved being so close to everything.
Reviewed on 9 Oct 2025
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was €703, price is now €485 per person
€485
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9/10 Wonderful! (1,035 reviews)
The only things I didn’t care for was the unexpected $129 charge when checking in. Destination fee? Like I didn’t pay enough for the room, I get charged an extra fee that was not disclosed while booking. I wouldn’t have stayed there if I knew there was a “destination” fee. They gave us a $15 food credit. The breakfast was $30 a plate so pretty much a useless credit. The room was nice, however, I will not be returning to this hotel.
Reviewed on 5 Oct 2025
Sofitel Chicago Magnificent Mile
Downtown Chicago
Price was €785, price is now €546 per person
€546
per person
20 Nov - 25 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (2,126 reviews)
Outdated bathroom tap and shower! Actually old tap! I would replace them for a nicer ones ! Other then that 5 stars
Reviewed on 9 Oct 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
The price is €204 per night from 30 Oct to 31 Oct
€204
30 Oct - 31 Oct
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 ...
8.4/10 Very Good! (1,997 reviews)
"Put in new carpet and update walls"
Reviewed on 6 Oct 2025
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
The price is €263 per night from 8 Nov to 9 Nov
€263
8 Nov - 9 Nov
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 ...
9/10 Wonderful! (1,002 reviews)
"Big busy hotel. Well appointed. Conveniently located to downtown. Front desk could be a little more informative about reimbursement fee holds. The Starbucks staff really really needs a class on consumer interaction! Blatantly rude. The restaurants and staff were definitely a go to and with great ..."
Reviewed on 28 Sept 2025
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
The price is €265 per night from 10 Nov to 11 Nov
€265
10 Nov - 11 Nov
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 ...
9.2/10 Wonderful! (3,363 reviews)
"I've stayed at other Hyatt Hotels but this was a first in Chicago and definitely not the last!"
Reviewed on 5 Oct 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
