Chicago Bachelorette Party Ideas: Group Activities to Book

Home › Chicago › Bachelorette

Chicago bachelorette party ideas

A Chicago bachelorette is at its best in summer, when the lake opens up. These bookings work for groups who want more than a bar crawl.

5 group picksGroup tips on every card

Some links are affiliate links. We may earn a commission at no extra cost to you. How this works.

Group activities for a Chicago bachelorette party

Each card has a group tip and a link to live prices.

1
Group pick

Lake Michigan boat charter

A private boat on the lake with skyline views. In summer, groups often anchor in a spot where boats raft up together.

BacheloretteBachelor Party
Group tipCharters are priced per boat. Summer weekends book out early, so reserve weeks ahead.
2
Group pick

Second City show or improv workshop

Second City is one of the most famous improv theaters in the country. Groups can catch a show or book a private improv workshop, which works especially well for teams.

BacheloretteBirthdayTeam Outing
Group tipWorkshops are a good team-building option that doesn't require anyone to be funny.
3
Group pick

Deep-dish pizza tour

A walking tour that hits several pizza spots and covers why Chicago pizza turned out the way it did. A good group lunch that settles the which-place argument.

BacheloretteBachelor PartyBirthdayTeam Outing
Group tipDeep-dish takes a while to bake. Tours with pre-ordered stops skip the wait.
4
Group pick

Prohibition and speakeasy tour

Tours covering Chicago's gangster history, some ending in a speakeasy-style bar. A fun way to start a night out.

BacheloretteBachelor PartyBirthday
Group tipEvening tours with a drink stop fill fastest. Book a private tour for bigger groups.
5
Group pick

Chicago River kayak tour

Guided kayak tours through downtown on the river. A different view of the architecture and good teamwork.

BacheloretteTeam Outing
Group tipTours are seasonal and weather dependent. Book a flexible date if you can.

Planning tips for a bachelorette party

How organizers keep it cheaper and calmer.

1

Book the one or two anchor activities first (a boat, a show, a tour) and leave the rest of the weekend loose. Over-scheduled bachelorettes run late and cost more.

2

Collect money before you book. Most experiences need one payment up front, and the organizer shouldn't be floating the whole group.

3

Private tours often cost less per person than individual tickets once you pass about 8 people. Always price both.

4

Check the cancellation policy before paying. Free cancellation up to 24 hours is common, and it matters when flights slip.