If you’re looking for a deep-dish pizza, world-class hockey, or a walk through Millennium Park, we can help you see—and eat—it all with a Chicago vacation package. There’s always something to do here in the crown jewel of Illinois, from a walk on Navy Pier to the gorgeous boutiques on the Magnificent Mile. Pardon our pun, but we’re sure “The Windy City” will “blow” you away!
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you flights up to 3 days before/after your preferred dates. That way, you can see if leaving a day or two earlier will find you a better deal. You can also select the flexible "weekend" or "month" search options to widen your search range and find the cheapest price that works for you.