Chicago Honeymoon Holidays
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Save up to £335 when you book a flight and hotel together*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Packages with flights are ATOL protected
Top flight + Honeymoon hotel deals in Chicago
Price found within the past 48 hours. Click for updated prices.
Radisson Blu Aqua Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,661, price is now £1,126 per person
£1,126
per person
20 Sept - 27 Sept
found 12 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.4/10 Very Good! (1,586 reviews)
I like that the hotel is walking distance from navy pier. Love pool hours and amenities hours. Did not like when I would call to ask questions I was on hold for 35 mins. Had to hang up and redial still be put on hold.
Reviewed on 19 Aug 2025
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,434, price is now £1,526 per person
£1,526
per person
21 Sept - 26 Sept
found 24 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The most beautiful hotel !
Reviewed on 17 Aug 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,138, price is now £1,417 per person
£1,417
per person
21 Sept - 26 Sept
found 24 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,300, price is now £1,553 per person
£1,553
per person
21 Sept - 26 Sept
found 24 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 Aug 2025
5* Honeymoon holidays in Chicago
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,138, price is now £1,417 per person
£1,417
per person
21 Sept - 26 Sept
found 24 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,434, price is now £1,526 per person
£1,526
per person
21 Sept - 26 Sept
found 24 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The most beautiful hotel !
Reviewed on 17 Aug 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was £2,300, price is now £1,553 per person
£1,553
per person
21 Sept - 26 Sept
found 24 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 Aug 2025
3 Night Honeymoon holidays in Chicago
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was £1,266, price is now £862 per person
£862
per person
27 Oct - 30 Oct
found 19 hours ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,786, price is now £1,325 per person
£1,325
per person
10 Oct - 13 Oct
found 15 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
The most beautiful hotel !
Reviewed on 17 Aug 2025
4 Night Honeymoon holidays in Chicago
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,638, price is now £1,094 per person
£1,094
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
Kosice (KSC) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.
Reviewed on 19 Aug 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was £1,757, price is now £1,226 per person
£1,226
per person
6 Oct - 10 Oct
found 1 day ago
Return direct flight included
Kosice (KSC) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on 10 Aug 2025
Top Honeymoon Chicago Hotels
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
Stay at this 4-star spa hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (3,076 reviews)
"NA"
Reviewed on 18 Aug 2025
The Wade
644 N Lake Shore Dr, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,189 reviews)
"Nice location near the pier"
Reviewed on 17 Aug 2025
Hyatt Lodge Oak Brook Chicago
2815 Jorie Blvd, Oak Brook, IL
Stay at this spa hotel in Oak Brook. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,007 reviews)
"Excellent location"
Reviewed on 16 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.
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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. Flight-inclusive packages are ATOL protected.