Free cancellation

Private Chicago Tour – Customize Your Ultimate City Experience

By Felipe

Discover Chicago in style with a private tour tailored just for you. With your own guide and transportation, you'll visit the city’s most iconic landmarks and hidden gems. Whether you're a first-timer or a seasoned visitor, this experience guarantees a memorable way to see the Windy City.

Customize your route to focus on the sights that interest you most. From famous stadiums to stunning skyline views, each stop offers perfect photo opportunities and a chance to learn about Chicago’s rich history and vibrant culture. Relax and enjoy the ride, knowing you're in expert hands.

This private tour is suitable for all ages and physical fitness levels. It’s an easy, comfortable way to explore Chicago’s highlights in just three hours, with the flexibility to make the experience your own.

Frequently asked questions

How long is the Chicago Private Tour?

The tour lasts approximately 3 hours, giving you plenty of time to see the key sights without feeling rushed.

What languages are available for the guide?

Guides speak both English and Spanish, so you can choose the language you're most comfortable with.

Is this tour suitable for children or people with mobility issues?

Yes, infants and small children can ride in a pram or stroller. The tour is suitable for all physical fitness levels.

What’s included in the tour?

You’ll get private transportation, a guide in English and Spanish, and bottled water. Gratuities are not included.

Can I customize the stops or itinerary?

Yes, since it’s a private tour, you can customize your route to focus on your favorite sights or explore specific interests.

How do I arrange pickup?

Pickup is included from your hotel or specified location. Exact pickup times are confirmed after booking.

Free cancellation

Cancel at least 24 hours before the scheduled start for a full refund.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 3 hours

Check availability to see start times.

Live tour guide

English, Spanish

Key facts

Duration 3 hours
Languages English, Spanish
Group size Up to 4 people
Ages 0 to 120 years old
Accessibility Infants and small children can ride in a pram or stroller; suitable for all fitness levels
Tour type Private

What's included

Included

  • Guide in English and Spanish
  • Private transportation
  • Bottled water

Not included

  • Gratuity

Itinerary

A carefully curated route covering Chicago’s top landmarks with plenty of photo stops and local insights.

  1. Stop 1

    See one of Chicago's most famous landmarks. Get off and snap some great photos.

    20 minutes
  2. Stop 2

    Visit the beautiful fountain with stunning views of Chicago’s skyline. Perfect for photos.

    20 minutes
  3. Stop 3

    View Wrigley Field from outside and take memorable pictures.

    20 minutes
  4. Stop 4

    See the Chicago Theater and take photos by its iconic Chicago Sign.

    20 minutes
  5. Stop 5

    Enjoy the Navy Pier and its famous Ferris wheel.

    15 minutes
  6. Stop 6

    Walk along the Chicago River Walk and capture some scenic shots.

    15 minutes
  7. Stop 7

    Admire the university campus and take a stunning skyline photo.

    20 minutes
  8. Stop 8

    Visit a beautiful park and take some memorable pictures.

    20 minutes

Meeting point & pickup

Hotel pickup included for all travelers.

Pickup can be arranged from your hotel or specified location. Exact pickup time will be confirmed after booking.

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How to get there

Pickup is available from 57 listed hotels. The exact time is confirmed after your reservation.

Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before the scheduled start for a full refund.

  • 100% refund if canceled at least 1 day before
  • No refund if canceled within 24 hours of the tour

Confirmation within 24 hours

Your booking will be reviewed and usually confirmed within 24 hours.

From $300.00 per person

Traveler Age 0–120
1
  • Free cancellation
  • Secure checkout with our booking partner

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Prices and availability are subject to change. You will be redirected to our partner website to complete your booking.