Chicago: Convincing the world the Midwest has potential since 1833. If you haven't been, you need to go. It has the second-best theatre scene in the U.S., amazing professional sports, and, obviously, that shiny bean. Its museums, the planetarium, the aquarium — there is so much to do in Chicago that you'd need to stay at least a week to let it all sink in.

And there are so many ways to do it. Let's do a round-up with Hipmunk Hotels to see what our options are:

A Quick Weekend Stopover

Chicago's airports, and O'Hare specifically, are common stops to just about anywhere. If you have a layover here, stop for a few days to take in the city (and grab a pizza). A logical place to hang your hat is the Hyatt Rosemont Near O'Hare. It's $220 a night, super-close to the airport, and close to downtown Chicago, too. It's also surprisingly away from the hubbub; there are bike paths and jogging trails pretty much next door.

A Romantic Getaway

Seriously, guys. For $130 or so a night, you can stay at The Champagne Lodge and Luxury Suites (20 minutes from downtown Chicago) and spend the entire time in your bathroom. Because you'll want to. Huuuge tubs, rainforest showers, and a walk-in steam room? Sign me up. There's also ceiling mirrors if you weren't already feeling the romance. What's more, Waterfall Glen is three miles away, meaning you and your pookie need to go here. Now.

The Downtown Buzz

Sometimes you gotta get outta the 'burbs and into downtown, and The Westin Michigan Avenue Chicago is the way to do it. $225 a night puts you in the thick of it, 10 minutes away from Navy Pier, Millennium Park, and the Chicago Loop. You're also right in the hustle and bustle of all the best shopping and fine dining Chicago has to offer. Did we mention views of Lake Michigan and beach access?

Right Next to Oprah

Always wondered what she was talking about when she mentions "Chicago's Magnificent Mile"? You'll find out with a stay at Aloft Chicago City Center, possibly the most modern hotel in all of Chi-town's downtown. It's roughly $275 a night, but for the second night you stay, you can pay your birth year. It's literally a walk away from Navy Pier, the shops on Michigan Avenue, and the theatre district. If you're doing Chicago, this is a good start.

Cubs Fans, Unite

Wanna stay right next to Wrigley Field (and the Lincoln Park Zoo and a thousand other things)? Check out the Best Western Plus Hawthorne Terrace Hotel. It's $180 a night to start and isn't like the Best Westerns in your hometown. There's an outdoor terrace, fancy en-suite kitchens in plenty of the rooms, and a pretty epic breakfast bar. Everything is totally modern; you'll be taking it easy here in a casual neighborhood that's still super-close to everything on your list — and you'll hear that Cubs roar from the hotel doorstep, beckoning you to join in the action.


All this goes to show that Hipmunk is super useful when it comes to planning a vacation, and that's why we paired up with them to spread the word. We would never endorse something we don't love, and we obviously love that little chipmunk.

Image by Sergey Gabdurakhmanov

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