Rush Street Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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Top Romantic vacation packages in Rush Street
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
￥320,864
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (1,381 reviews)
Hotel was fine. Location is very good within Gold Coast with plenty of dining / stores. Overall the hotel is below average from what I would expect from a 4 star hotel or of this price. No coffee or water in lobby. Towels were very low quality. Didn’t have a bad experience but would not stay again.
Reviewed on Aug 10, 2026
3 Night Romantic vacations in Rush Street
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
￥272,046
per person
Nov 6 - Nov 9
found 2 hours ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.2/10 Wonderful! (1,381 reviews)
Hotel was fine. Location is very good within Gold Coast with plenty of dining / stores. Overall the hotel is below average from what I would expect from a 4 star hotel or of this price. No coffee or water in lobby. Towels were very low quality. Didn’t have a bad experience but would not stay again.
Reviewed on Aug 10, 2026
4 Night Romantic vacations in Rush Street
Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Downtown Chicago
￥320,864
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Chicago (ORD)
9.2/10 Wonderful! (1,381 reviews)
Hotel was fine. Location is very good within Gold Coast with plenty of dining / stores. Overall the hotel is below average from what I would expect from a 4 star hotel or of this price. No coffee or water in lobby. Towels were very low quality. Didn’t have a bad experience but would not stay again.
Reviewed on Aug 10, 2026
Top Romantic Rush Street Hotels
Thompson Chicago, by Hyatt
21 East Bellevue Chicago IL
- 8 min drive from Wrigley Field
Indulge in a romantic getaway at this upscale hotel, where you'll find hydromassage showers, premium mattresses, and onsite dining. Couples will love the luxury ...
9.2/10 Wonderful! (1,396 reviews)
"Hotel was fine. Location is very good within Gold Coast with plenty of dining / stores. Overall the hotel is below average from what I would expect from a 4 star hotel or of this price. No coffee or water in lobby. Towels were very low quality. Didn’t have a bad experience but would not stay ..."
Reviewed on Aug 10, 2026
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
- 9 min drive from Wrigley Field
You and your special someone are sure to love the
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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
￥3,920
per adult
90% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,518
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
