Weekend Group Getaway in Chi-Town, The Windy City 💨 🏙️ 🌭

Pirates!

If you're looking for a quick change of scenery with your crew, Chicago is an easy call. You don't need a massive, exhausting itinerary to have a good time there. It’s the kind of city where you can just show up, wander around the neighborhoods, and find a rooftop with a solid view of the skyline. Take a walk to Millennium Park to see the iconic Bean, try the famous Chicago dog or deep dish pizza, or check out a comedy, jazz, or blues bar.

The best part? We found great rates early September, arguably the best time to visit before the cold really hits. You can get round-tip direct flights + 2 nights of central located accommodation $279.50 per person.

Details

We found some dates with the best rates for you, but many others are available.

You can also easily change the departure cities and dates.

The accommodation is based on 4 guests however you can adjust the number of guests.

Departing from...

Minneapolis ⬇️ ✅

New York City ⬇️

Cleveland ⬇️

Denver ⬇️

Boston ⬇️

Washington D.C. ⬇️

Charlotte ⬇️

Detroit ⬇️

Example of Cheapest Flight Deal

To the Offer

Example of Cheapest Hotel Deal

Pirate Math 🏴‍☠️:

Hotel $450 / 4 People = $112.50

Hotel per person $112.50 + RT Flights $167 = $279.50 per person

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.

Images from Trivago and Tripadvisor

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