City Spotlight
The Windy City. Chi-town. City by the Lake.
Restaurants, hotels, and top attractions in one of America’s greatest cities.
Whatever you call it, Chicago is a wonderful vacation destination, especially in the summertime. From exciting Cubs games to the vibrant arts scene and amazing Italian food, you’ll never run out of things to see and do. Start by looking into rental car deals from Chicago O’Hare Airport. Chi-town is a big city, but it’s very driveable and fairly easy to navigate. If you’ve served the country, check for military rental car deals too.
Restaurants to Try
- The Purple Pig at 500 N Michigan Ave, for delicious Mediterranean small plates chased with fine wine.
- Piccolo Sogno at 464 N Halsted St, for rustic Italian fare.
- Nico Osteria at 1015 N Rush St, for high end Italian food and fresh seafood.
- Lou Malnati’s Pizzeria at 805 S State St, for classic Chicago style deep dish pizza.
- Lula Cafe at 2536 N Kedzie Ave, for an outstanding farm-to-table brunch.
- Brunch at 644 N Orleans St, for classic brunch food or a light lunch.
- Hoosier Mama Pie Company at 1618 ½ Chicago Ave, for a slice (or two) of tasty pie.
- Avec at 615 Randolph St, a French bistro perfect for a romantic date night.
- Crosby’s Kitchen at 3455 N Southport Ave, for a kid-friendly dining experience.
Hotels
- Hard Rock Hotel at 333 N Dearborn St, for an uber-hip atmosphere and a perfect location.
- Kinzie Hotel at 20 W Kinzie St, for a boutique experience close to Millennium Park.
- ACME Hotel Company Chicago at 15 East Ohio Street, for a trendy spot and comfortable stay.
- The Langham at 330 N Wabash Ave, for a beautiful and romantic experience.
- Swissotel Chicago at 323 E Upper Wacker Dr, for a truly family-friendly experience with kid-friendly suites.
- Best Western Grant Park Hotel at 1100 S Michigan St, for an affordable room without scrimping on quality.
Top Attractions
Chicago is such a wonderful city — you certainly won’t be bored. Here are just a few highlights:
- Navy Pier — take the little ones through the Chicago Children’s Museum, ride the ferris wheel, catch a 3D film at the IMAX Theater, or hop on a harbor cruise. Don’t forget Giordano’s Pizza.
- Willis Tower — some still call it the Sears Tower, but the Skydeck Chicago with The Ledge — a glass balcony extending four feet outside the 103rd floor — is an exhilarating experience.
- Grant Park — an urban oasis full of great walking paths and photo ops.
- Art Institute of Chicago — a world-class museum with hundreds of thousands of works spanning thousands of years.
- Wrigley Field — don’t pass up the chance to see a Cubs game. The energy is like no other.
- Michigan Avenue and the Magnificent Mile — one of the most beautiful boulevards in the country, with plenty of boutiques, galleries and high end shops.
- The Museum of Science and Industry — one of the most impressive places in the city, with hands-on exhibits and fascinating displays.
- Garfield Park Conservatory — a gorgeous botanical garden built in the early 1900s by landscape architect Jens Jensen.
- The Rookery Building — a 12-story structure with a Roman Revival and Queen Anne style facade, listed on the Register of National Historic Places.
The Windy City Awaits
From world-class dining and iconic architecture to baseball and lakefront views, Chicago is a city you’ll want to visit again and again.
Planning a Trip to Chicago?
Compare affordable rental cars at O’Hare Airport.
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