Chicago (The Windy City) has so much to offer as a bachelor or bachelorette party destination. It is one of the most populated US Cities and the most populated Illinois city, offering big city vibes, waterfront views and beautiful parks and green space! We recommend visiting Chicago between May and October to experience the best weather and avoid the cold, snow and wind-unless you are into that kinda stuff. The city has something for everybody, check out our itinerary below from a recent bachelor party and get started planning your next visit.
Where they stayed:
The boys decided to stay at the Embassy Suites Chicago Hotels Downtown. Embassy Suites has some nice perks including a cook to order hot breakfast and a manager’s happy hour! This property also features an indoor pool, fitness center and is within walking distance of everything! A hotel made more sense then a house rental for this group as the guys didn’t plan on making any meals at home so no need a full size kitchen and everyone was flying in so no parking needed. Instead the location was most important!
What to do:
This bachelor party was planned around the Gold Cup Final United States vs Mexico at Soldier Field. The groom and all of the groomsmen are soccer (or football for any our English followers) fans so this was great timing and it happened to land over July 4th weekend! The stars were aligned because the Women’s FIFA World Cup was happening as well, so they were were to catch games on TV in bars all across the city.
The group flew into Chicago on Thursday July 4th morning to make sure they could enjoy the fireworks that evening. After checking into the Embassy Suites hotel and getting settled, they were out on the town! Chicago is home to so many great neighborhoods with unique bars and restaurants! Eventually they made it to Navy Pier for the firework display!
Pro Tip: during the summer months Chicago has a fireworks display over Lake Michigan on every Wednesday and Saturday nights between Memorial Day and Labor Day.
On Friday, after a late night, the boys enjoyed a hot breakfast at the hotel before heading out to explore the city. Chicago is very walkable but if you are tight on time or walking isn’t for you check out the amazing public transportation. Both three and seven day unlimited passes are available for the public transportation including the train and bus system. The city also offers plenty of free and low cost activities great for any size group- like the beautiful Millennium Park, Lincoln Park Zoo, Riverwalk and Lakeshore park and beach.
And don’t forgot to make time to find yourself a Chicago Style Hot dog and a deep dish pizza! If you’re hanging in the park, find yourself a hot dog cart and for pizza we recommend Giordano’s.
After a jammed packed day of exploring the city, the group reconvened poolside at the hotel for some much needed rest before getting ready for another night out. They stumbled upon a few fun arcade bars and dive bars around the city. Their favorite was Emporium Arcade Bar.
Saturday was off to a slow start but they made it out of the hotel. Kevin, the groom, is quite the foodie so a trip to Eataly market was a must do. The Eataly marketplace is home to restaurants, counters, cafes, and micro markets with local and artisan goods. Another must do Chicago staple is Second City, the group went to the “best of Second City” show and it did not disappoint and one member of the group was called on stage to help with a little improv skit.
Pro Tip: Buy tickets in advance, the shows do sell out!
Sunday was the DAY, Women’s World Cup final in Lincoln Park followed by Gold Cup Final at Soldier Field. To start the day the boys gathered with several other thousand people in Lincoln Park, they had a makeshift picnic in the park and some adult beverages while they watched the women bring home gold on a giant jumbotron setup right in the park! Before heading to the next game they grabbed lunch at a local brewery. While en route to Soldier Field they bar hopped decked by in all the red, white and blue USA gear they had! Sadly, US lost to Mexico in a sold out game.
Things to Do
- Chicago Cultural Center
- Chicago Greeter walking tour
- River and Architectural Tours
- Lincoln Park Conservatory
- Lincoln Park Zoo
- Millenium Park and Cloud Gate (The Bean)
- Navy Pier
- Lakeshore Park and Beach
Based on 1 Groom and 9 party goers:
Hotel: $2,155.26 (included daily breakfast and manager’s happy hour on Thu and Fri)
Gold Cup Final Ticket: $101.04/ per person
Matching Tanks: $9/ per person
Koozies: $4/ per person
Second City Ticket: $52.86/ per person
Total Cost per Person: $406 per person, plus airfare & food and beverage