4 days in Chicago & Austin Itinerary

4 days in Chicago & Austin Itinerary

Created using Inspirock United States trip itinerary builder

Make it your trip
1
Chicago
— 2 nights
Fly
2
Austin
— 1 night
Fly

S M T W T F S
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Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, nightlife, and parks. Your trip includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, admire the local landmark of Buckingham Fountain, admire the landmark architecture of 360 Chicago Observation Deck, and engage your brain at Museum of Science and Industry.

To find reviews, where to stay, ratings, and tourist information, use the Chicago day trip app.

The Route module shows you all the different ways you can get to Chicago. In May, daytime highs in Chicago are 71°F, while nighttime lows are 52°F. Cap off your sightseeing on the 9th (Sun) early enough to catch the flight to Austin.

Things to do in Chicago

Parks · Museums · Zoos & Aquariums · Shopping
Find places to stay May 7 — 9:

Austin

— 1 night

Live Music Capital of the World

Despite its laid-back college vibe, Austin is an influential center for politics, technology, film, and music.
Start off your visit on the 10th (Mon): pause for some photo ops at Stevie Ray Vaughan Statue, then tour the pleasant surroundings at Lady Bird Lake Hike-and-Bike Trail, then admire the striking features of Texas State Capitol, and finally admire the landmark architecture of The Driskill.

To see ratings, reviews, other places to visit, and other tourist information, go to the Austin road trip website.

Traveling by flight from Chicago to Austin takes 4.5 hours. Alternatively, you can drive; or take a bus. Plan for a bit warmer temperatures traveling from Chicago in May, with highs in Austin at 85°F and lows at 65°F. Wrap up your sightseeing on the 10th (Mon) to allow time to fly back home.

Things to do in Austin

Historic Sites · Parks · Outdoors · Trails
Find places to stay May 9 — 10: