1-Month Trip to Chicago, Illinois

Jul 2 - Jul 29, 2022

downtown chicago

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!

Biking in Chicago
City of Chicago

What's Included

bedComfortable Accommodation
flagLeader & Local Team
Computer24/7 Access to Workspace
templeCurated Local Experiences
BusGround Transportation
FirstAidKitHealth & Safety Support

Meet your new community. We’re 4000+ strong.

Traveling the world is incredible, but traveling alongside a vibrant global community - now that’s unforgettable. Over the past 6 years, we’ve helped 4,000+ passionate adventurers find their go-to adventure buddies, business partners, and even love connections while on the road. Everything we do revolves around community. We can’t wait for you to join ours.

People of color
21-77 age range
14% LGTBQ+
Florencia in lima
Meet one of our Community Leaders

Florencia Moran

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.

Unpack in the heart of Chicago.

Your home is the perfect base for exploring the best Chicago has to offer. Minutes away from the famous Magnificent Mile, Oak Street beach, and dozens of the city's best restaurants, museums, stores, and landmarks, you’ll always have an exciting day awaiting you in the Windy City. You will have the option to select a private room or share a room or dorm with fellow program participants. If you are sharing a room, you can specify a roommate or let us match you with someone. Pricing is adjusted to match the room type you select.
Participant Rating
Centrally Located
Safe & Secure

Work and play, the Midwestern Way.

Your state-of-the-art coworking space is just moments away from where you'll be staying! Ride the elevator down to a space designed to foster your career. Remote Year’s workspace provides reliable wifi, 24/7 access, and private meeting room access. For an afternoon pick me up, the space is also home to a cafe library and local events aimed to bring the local community together through arts, tech, and culture.
Centrally Located
24/7 Access
Reliable WIFI

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.

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? 


Spots still available

Trip Dates:

Jul 2 - Jul 29, 2022

Down payment:


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Frequently Asked Questions