Southern Wisconsin Romantic Vacations
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Top Romantic vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
Price was ￥128,225, price is now ￥100,296 per person
￥100,296
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
9.2/10 Wonderful! (1,038 reviews)
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities
Reviewed on Jul 30, 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was ￥111,668, price is now ￥90,778 per person
￥90,778
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Washington (DCA) to Chicago (ORD)
9/10 Wonderful! (3,732 reviews)
Great location, clean and beautiful. Elevator from ground to level floor was out several nights and the rooftop was not open.
Reviewed on Aug 1, 2026
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View all trips5* Romantic vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
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View all trips3 Night Romantic vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥373,994, price is now ￥299,146 per person
￥299,146
per person
Sep 17 - Sep 20
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,858 reviews)
Had to ask for the room to be cleaned and for new towels, room was super small but made due. Good for short stays
Reviewed on Aug 2, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥774,380, price is now ￥607,978 per person
￥607,978
per person
Sep 17 - Sep 20
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)
Comes with all the comforts of
Home.
Reviewed on Jul 29, 2026
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See all available trips from Tokyo to Southern Wisconsin
View all trips4 Night Romantic vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ￥371,519, price is now ￥310,258 per person
￥310,258
per person
Sep 20 - Sep 24
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,858 reviews)
Had to ask for the room to be cleaned and for new towels, room was super small but made due. Good for short stays
Reviewed on Aug 2, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
