Book Top Experiences and Tours in Chicago:

If you're booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences.

View All Experiences

What to know before you ride

Shuttle services in Chicago are often the middle ground between pricey taxis and the complexity of public transit. If you’re coming into O’Hare or Midway, scheduling a shuttle ahead can save you stress and cash, especially during busy summer festivals or cold winter weekends. A standout service I recommend for O’Hare riders is the Go Airport Express , their vans arrive on time, and drivers know the best routes to dodge traffic jams near the Kennedy Expressway.

One little insider tip: watch your pickup time carefully. Chicago traffic can be unpredictable, especially if there's an event at Soldier Field or Cubs game traffic on. Planning a bit of wiggle room into your schedule keeps things smooth.

Frequently Asked Questions

Got shuttle questions? Here are some quick answers from someone who’s been around Chicago.

Honestly, yes. Compared to waiting for an Uber at O’Hare when flights land after midnight, shuttles often run on fixed schedules and are pretty reliable. Just book in advance because some routes might not run as frequently late at night.
You can, but it depends on the company. Many shuttle services focus on airport runs or popular neighborhoods. If you’re looking to get to suburbs like Evanston or Oak Park, it might be better to check rideshare options or commuter trains unless the shuttle explicitly says it serves those areas.
Most do, with a decent amount of space for suitcases and carry-ons. Vans and minibuses are designed with travelers in mind, so oversized bags usually aren’t a problem. Just mention your luggage situation when you book to avoid surprises.
On a good day, 40 to 60 minutes is standard. But during rush hour or bad weather, it can stretch to over an hour. Shuttles often make multiple stops, so factor that in if you’re in a hurry.
Yes, generally they’re safe. Chicago is a big city, and shuttle drivers are professionals who operate under company guidelines. Still, I’d recommend booking trusted shuttle companies with good reviews, especially if you’re traveling late or alone.

Top Things To Do in Chicago

See All →

Trusted local guides, read by millions every month

  • 2006 online since
  • 26.4M page views a month across the network
  • 14 languages

180+ destination guides, one network

Every guide covers a single destination on its own website, with events, restaurants, things to do and places to stay chosen from local recommendations.

My Guide Network Locations

Nearby Destinations

Add to your trip

Add your travel dates so we can place this on the right day, or save it for later.

Added to your trip Added to day {[{trip.toast.day}]}, MorningAfternoonEvening Saved to your trip Already in your trip Transfer saved to your trip Save your trip to get fresh suggestions Staying in {[{trip.toast.label}]} Base cleared Trip deleted Link copied Could not save your trip Something went wrong, please try again