Southern Wisconsin Cheap Vacations
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Top Cheap vacation packages in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
River Hotel
Downtown Chicago
Price was ￥126,192, price is now ￥94,232 per person
￥94,232
per person
Sep 25 - Sep 28
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
8.8/10 Excellent! (5,356 reviews)
Having two bed and two bathrooms were ideal for our family. Location is great to walk to everything we wanted to do. Very nice.
Reviewed on Jul 18, 2026
Silversmith Hotel Chicago Downtown
Downtown Chicago
Price was ￥139,510, price is now ￥104,060 per person
￥104,060
per person
Sep 25 - Sep 28
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (2,281 reviews)
It was a good location for us, close to the art institute and the Loop. Staff was nice and helpful. The bad thing was the preservation fee, for a room that was not preserved at all. The wallpaper was peeling and not applied right and the couch was old and dirty.
Reviewed on Jul 18, 2026
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View all trips5* Cheap vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
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View all trips3 Night Cheap vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Silversmith Hotel Chicago Downtown
Downtown Chicago
Price was ￥139,510, price is now ￥104,060 per person
￥104,060
per person
Sep 25 - Sep 28
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (2,281 reviews)
It was a good location for us, close to the art institute and the Loop. Staff was nice and helpful. The bad thing was the preservation fee, for a room that was not preserved at all. The wallpaper was peeling and not applied right and the couch was old and dirty.
Reviewed on Jul 18, 2026
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See all available trips from Los Angeles to Southern Wisconsin
View all trips4 Night Cheap vacations in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was ￥454,930, price is now ￥358,218 per person
￥358,218
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)
Our room on the 26th floor was outstanding!!! We went to breakfast early because the first morning was a zoo with children running around and absent parents. Scrambled eggs are always tricky when made for 100 people but the hot sauce made them edible. Traffic pattern at breakfast was a bit congested with people going in all directions at once.
Reviewed on Jul 18, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was ￥435,532, price is now ￥355,338 per person
￥355,338
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)
Staff was amazing—so helpful, attentive, and hands-on throughout our stay. The room was absolutely gorgeous, and the view was beautiful. Everything exceeded our expectations, and we had a wonderful experience!
Reviewed on Jul 17, 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.
