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Discover Chicago with Insider Tips

Welcome to Chicago, the Windy City!

Chi-Town is chock-full of exciting adventures for tourists and locals alike. And there are hundreds of ways to save exploring the Second City if you plan early and use coupons for food, entertainment and sightseeing. So grab your CTA Pass and let’s go!

Chicago is the Midwest foodie’s paradise.

Chicago Food Restaurant Scene

Nosh on Chicago-style (the only style!) deep-dish pizza, hit up Portillo’s for authentic Italian Beef and grab a hot dog loaded with all the fixings, like that bright-green relish. You’ll walk it off! Many Chicago restaurants offer daily specials and happy hour discounts. Don’t be tempted to stay in one place. Get out to the 200+ neighborhoods in Chicago to find delicious food for whatever you’re craving.

Looking for a little culture?

Chicago Culture Things to Do

See Chicago’s world-famous architecture from the Chicago River and Lake Michigan on a boat tour. Famed arts and culture are just an L ride away at the Art Institute of Chicago, Field Museum and Joffrey Ballet. Of course, you should catch a Second City comedy show while in town. Famous alumni from this comedy troupe include Stephen Colbert, Tina Fey, Bill Murray and Joan Rivers.

Been there, done that?

Chicago Things to Do

OK, do something a bit out of the ordinary. Saunter over to Rush Street and enjoy the finest in live blues. Walk or bike the 18-mile-long Lakefront Trail to get your heart pumping. Shop 460+ retailers on the acclaimed Magnificent Mile. If you’re visiting the Chicago Loop for St. Paddy’s Day, watch the parade on Columbus Drive from Balbo to Monroe Street. And if you plan to visit in July, put the Taste of Chicago food festival on your calendar. Your belly will thank you.

You can see, do, eat and drink something new every day – and on a budget – in Chicago. Check out tips and tricks from Chicago insiders to save the most money on your next Windy City getaway.

Try the Best Chicago-Style Pizza

Get up to $6 off with these codes!

Airport Limo Service, Special Events & Corporate Transportation

$35 flat rate from Midway or O'Hare

Super Savings With
Legoland Specials

$5 off General Admission with this Legoland Discovery Center code!

Round 1 Bowling and Amusement

Free Shoe Rental, $20 off and more at the Fox Valley Mall!

Chicago Inside Tips & Tricks

How to Get Around Chicago: Take A Water Taxi

How to Get Around Chicago: Take A Water Taxi

When you travel the waterways of Chicago, you notice things you never see at street level. Water taxis are a convenient and affordable way to experience the expanse of the river while still having access to the busy streets of the city.   Read more...
5 Best Places to Take Kids in Chicago

5 Best Places to Take Kids in Chicago

Chicago is rich in family-friendly attractions, from year-round festivals to world-class museums. In a city filled with endless activities and opportunities, which are worth the visit? To help you make the most of your family time, we've rounded up five hotspots for families in The Windy City.   Read more...
10 Most Expensive Cities to Buy Groceries

10 Most Expensive Cities to Buy Groceries

We don’t want you to forget why these amazing cities are so great, despite their grocery prices. So, we’re sharing which cities are most expensive for grocery shopping, while also remembering the cuisines make them unique and amazing in their own right.   Read more...