Your new office view? The Chicago skyline. Come work remotely with our community.
Discover the best of the Midwest with our community of remote explorers. Stroll the Magnificent Mile between meetings. Taste deep-dish pizza with new friends at lunch. And after work? Listen to live music at Millenium Park, catch fireworks at Navy Pier, or relax at Oak Street Beach. Bring your job and we’ll handle the rest!
Born in Guadalajara, Mexico, Florencia has a deep love for her home culture, country, and tacos. Inspired to see the world and connect with others, she joined Remote Year as a Community Leader. From a young age her passion for art, architecture, and connection, fueled her curiosity to visit new cities and meet new people. In Chicago, you’ll have a Community Leader (like Florencia) as well as a local City Manager to help make sure your month is seamless and unforgettable.
I've never felt happier
This is how everyone should travel and I've never felt happier to be a part of this vibrant community. I can't thank Remote Year enough for all of the experiences and people i've met along the way. It's been life changing.Theresa, 1-month Trip
Make Chi-Town, my town.
Zoom through Lake Michigan in a speedboat. Get a bird’s eye city view from 103 floors up when you stand on the ledge of the Chicago Skydeck. Spend an afternoon spotting sharks in the Shedd Aquarium or see renowned pieces at the Art Institute. After work, uncover hidden speakeasies through unmarked doors. It’s time to discover what makes Chicago one of the best big cities to live in the United States.
Speeding on the LakeFly across the waters of Lake Michigan on this high-speed, Seadog Cruise. Get ready for sharp twists and turns, as you speed across the lake.
Outdoor Street-Art TourSpot murals by local artists like JC Rivera, Hebru Brantley, The Yok, and Sheryo, as you stroll across 16th Street, home to Chicago’s street art.
Riverwalk PaddleExperience the Chicago skyline from the water. Kayak along the Chicago River while taking in the city’s historic bridges and soaring skyscrapers.
Get ready to take on the Midwest. We can’t wait to see you in Chicago!
90% of Remote Year travelers say our programs changed their life. How will we change yours?