
Illinois Adventure Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €1,284, price is now €880 per person
€880
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,005 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 21 Aug 2025


LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was €1,609, price is now €1,113 per person
€1,113
per person
27 Oct - 2 Nov
found 16 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
I recently stayed in at The London House in Chicago while work was being done on my primary residence. I booked their Presidential Suite which I was told was the nicest room on the property. The room itself was very large and quite lovely. When I spoke with them on the phone I stated that we’d be checking in late and we would still want to order room service. Our check in was a little after and I was told that room service would be available to order until 10:45pm. When I called room service 10:30 it went to their voicemail response that said something like there is a high volume of calls leave a name and room number and we will call you back shortly. I left a message. After not hearing back I called again- and again the same automated message. So I called the front desk who placed me on hold to try to transfer me. They later came back on and told me that they weren’t able to get a hold of them and proceeded to recommend take out options near me. All things said and done (I.e. parking, late checkout, ect..) our night in the “Presidential Suite” came out to around $1,000. At that price the service should’ve been exception. The linens were also not very comfortable and the bad lacked a traditional comforter and instead had some sort of furr throw.
Reviewed on 24 Aug 2025


Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was €1,444, price is now €1,001 per person
€1,001
per person
27 Oct - 2 Nov
found 16 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,020 reviews)
Overall is good but 1 concern we encountered is there is a clicking sound in our room or near our room, that distracts my husband while sleeping.
Reviewed on 24 Aug 2025
Price found within the past 48 hours. Click for updated prices.

Price found within the past 48 hours. Click for updated prices.

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was €1,494, price is now €1,108 per person
€1,108
per person
10 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (3,546 reviews)
Nice property. Attentive staff. Central location
Reviewed on 25 Aug 2025


Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Price was €1,707, price is now €1,255 per person
€1,255
per person
10 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (4,720 reviews)
Great location, great price. Overall excellent hotel.
Reviewed on 25 Aug 2025

Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
The price is €195 per night from 2 Sept to 3 Sept
€195
2 Sept - 3 Sept
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! (1,885 reviews)
"Always love staying at The Palmer. The location is super convenient and the property oozes with Chicago charm. The staff is kind and always willing to help. Looking forward to my next stay."
Reviewed on 23 Aug 2025

Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
The price is €219 per night from 26 Aug to 27 Aug
€219
26 Aug - 27 Aug
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! (1,003 reviews)
"Not a lot of places to eat at night"
Reviewed on 19 Aug 2025

Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
The price is €264 per night from 1 Sept to 2 Sept
€264
1 Sept - 2 Sept
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! (3,311 reviews)
"Great location, beautiful view of lake and river"
Reviewed on 23 Aug 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.