Chicago has plenty of options for families on the go. At the south end of the Loop, the Hilton Chicago has lots of public space for wandering, and many of the rooms come with two bathrooms. Another bonus: Both the Field Museum and the Shedd Aquarium are within walking distance. At the north end of the Loop near the intersection of Lake Michigan and the Chicago River, the Swissôtel Chicago offers Kids' Suites filled with kid-sized furniture, DVDs, stuffed animals, and coloring books.
In River North, the Hampton Inn & Suites keeps the kids in a good mood with a pool, Nintendo, free breakfast, and proximity to the Hard Rock Cafe and the Rainforest Cafe. The Best Western River North Hotel won't win any prizes for its no-frills decor, but it's close to both Michigan Avenue and a dozen family-friendly restaurants. The indoor pool and outdoor deck -- with great city views -- are other big draws.
When you want a little extra room to spread out, both Homewood Suites and Embassy Suites make traveling en masse a little easier with separate bedrooms and kitchenettes (so you can save money on food). Both offer free breakfast buffets and have indoor pools.
Of course, luxury hotels can afford to be friendly to all of their guests. At the Four Seasons Hotel, kids are indulged with little robes, balloon animals, Nintendo, and milk and cookies; the hotel also has a wonderful pool. The concierge at the Ritz-Carlton Chicago keeps a stash of toys and games for younger guests to borrow, and kids' menu items are available 24 hours; the hotel even provides a special gift pack just for teenage guests. The upscale Westin Chicago River North also caters to families with baby accessories and programs for older kids, respectively.
Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.