Illinois Romantic Holidays
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Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
Price was €866, price is now €613 per person
€613
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,047 reviews)
This property is in a great location. The staff were friendly and the room was clean. The room we were in was very small and used. The building is really cool but we were super disappointed with it being under construction with no place to hang out and have a drink. We weren’t notified of the construction until right before our stay. We would have chosen somewhere else because of this.
Reviewed on 21 Apr 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was €1,015, price is now €651 per person
€651
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (2,500 reviews)
Great location and very nice Hotel. Would stay there again!
Reviewed on 21 Apr 2026
Hotel Chicago Downtown, Autograph Collection by Marriott
Downtown Chicago
Save 100% on your flight
Price was €1,282, price is now €958 per person
€958
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,009 reviews)
The staff was very helpful. The only issue I had was the elevator keypad system. It's not the best, very finicky.
Reviewed on 20 Apr 2026
L7 Chicago by LOTTE
Downtown Chicago
Price was €2,066, price is now €1,580 per person
€1,580
per person
11 Jun - 18 Jun
found 1 day ago
Return flight included
Málaga (AGP) to Chicago (ORD)
9.6/10 Exceptional! (3,910 reviews)
Great hotel, clean an super friendly staff.. would recommend
Reviewed on 22 Apr 2026
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,215, price is now €930 per person
€930
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,004 reviews)
Fantastic from desk staff *Robert.
Clean, upgraded room. The "rooftop" restaurant was fantastic as well. Close proximity to all of the wonderful shopping!
Reviewed on 20 Apr 2026
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Illinois
View all tripsPrice found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Chicago
Downtown Chicago
Price was €1,107, price is now €969 per person
€969
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Beautiful and in walking distance to so many shops and cafes! We had a great stay.
Reviewed on 6 Apr 2026
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Illinois
View all tripsPrice found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
Price was €866, price is now €613 per person
€613
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,047 reviews)
This property is in a great location. The staff were friendly and the room was clean. The room we were in was very small and used. The building is really cool but we were super disappointed with it being under construction with no place to hang out and have a drink. We weren’t notified of the construction until right before our stay. We would have chosen somewhere else because of this.
Reviewed on 21 Apr 2026
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was €1,015, price is now €651 per person
€651
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (2,500 reviews)
Great location and very nice Hotel. Would stay there again!
Reviewed on 21 Apr 2026
Hotel Chicago Downtown, Autograph Collection by Marriott
Downtown Chicago
Save 100% on your flight
Price was €1,282, price is now €958 per person
€958
per person
8 Jun - 11 Jun
found 8 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,009 reviews)
The staff was very helpful. The only issue I had was the elevator keypad system. It's not the best, very finicky.
Reviewed on 20 Apr 2026
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Illinois
View all trips
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is €122 per night from 6 May to 7 May
€122
6 May - 7 May
includes taxes & fees
Stay at this boutique hotel in Willowbrook. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,469 reviews)
Couples like: adults-only property, hot tub, fireplace, romance packages available
Travellers say...
My second time staying at the CL. I have no complaints. Definitely my new favorite getaway spot!
Reviewed on 21 Apr 2026
LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive Chicago IL
The price is €207 per night from 10 May to 11 May
€207
10 May - 11 May
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (3,652 reviews)
Couples like: full-service spa, couples spa treatments, bar
Travellers say...
LOVED this place! Besides being clean very fancy the staff was amazing! Best service I’ve ever had at a hotel!
Reviewed on 22 Apr 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is €211 per night from 8 May to 9 May
€211
8 May - 9 May
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (2,406 reviews)
Couples like: full-service spa, couples spa treatments, happy hour
Travellers say...
We love the Palmer House! This is our “go to ” hotel when we travel to Chicago. It is close to theaters, concert halls, Michigan Ave with museums, restaurants, parks, etc. The hotel lobby is incredible! A great place to relax, have a beverage, people watch, and enjoy. The room we recently stayed in ...
Reviewed on 20 Apr 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
