
Southeast Wisconsin Scuba Diving Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Flight and Scuba Diving hotel deals in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.

The Emily Hotel
Downtown Chicago
per person
Oct 23 - Oct 26
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,149 reviews)
The Emily was a super nice hotel with very friendly staff and conveniently located near lots of restaurants and bars
Reviewed on Aug. 5, 2025


Hotel Riu Plaza Chicago
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
The location of the hotel right off Michigan Avenue was perfect. Public parking right across the street. The hotel is fresh and new. Many staff available to assist. Do not skip the complimentary breakfast! I would easy pay $20 for that breakfast as it had everything from fresh fruit, real eggs, pastries, even a coffee cream warmer/frother machine for the great coffee!
Reviewed on Aug. 6, 2025

Eurostars Magnificent Mile
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (3,055 reviews)
Had a lovely stay during the weekend and would likely stay here again in the near future. Staff always greeted me when leaving or entering the building every day and wished me well.
Reviewed on Aug. 4, 2025

Don't see what you're looking for?
See all available trips from Columbus to Southeast Wisconsin
View all trips5* Scuba Diving holidays in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.



The Peninsula Chicago
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!
Reviewed on Jul. 26, 2025
Don't see what you're looking for?
See all available trips from Columbus to Southeast Wisconsin
View all trips3 Night Scuba Diving holidays in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.

The Emily Hotel
Downtown Chicago
per person
Oct 23 - Oct 26
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,149 reviews)
The Emily was a super nice hotel with very friendly staff and conveniently located near lots of restaurants and bars
Reviewed on Aug. 5, 2025

Hotel Riu Plaza Chicago
Downtown Chicago
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
The location of the hotel right off Michigan Avenue was perfect. Public parking right across the street. The hotel is fresh and new. Many staff available to assist. Do not skip the complimentary breakfast! I would easy pay $20 for that breakfast as it had everything from fresh fruit, real eggs, pastries, even a coffee cream warmer/frother machine for the great coffee!
Reviewed on Aug. 6, 2025

Don't see what you're looking for?
See all available trips from Columbus to Southeast Wisconsin
View all trips4 Night Scuba Diving holidays in Southeast Wisconsin
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
The location of the hotel right off Michigan Avenue was perfect. Public parking right across the street. The hotel is fresh and new. Many staff available to assist. Do not skip the complimentary breakfast! I would easy pay $20 for that breakfast as it had everything from fresh fruit, real eggs, pastries, even a coffee cream warmer/frother machine for the great coffee!
Reviewed on Aug. 6, 2025

The Peninsula Chicago
Downtown Chicago
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!
Reviewed on Jul. 26, 2025

Don't see what you're looking for?
See all available trips from Columbus to Southeast Wisconsin
View all tripsMore vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.