Free cancellation

Discover Chicago's Neighborhoods: North & South Side Tour

4.5 (54 reviews) · By Chicago Personal Neighborhood Tours

Discover Chicago's diverse neighborhoods on this Small Group Tour of Chicago Neighborhoods: North and South Side. Over 4.5 hours, you'll explore more than 10 different areas, including iconic spots on the North and South Sides, the vibrant Bronzeville district, and the historic Gold Coast. This tour offers a rare chance to see the city’s varied architecture, parks, and cultural landmarks all in one trip.

Unlike typical tours that focus on just one or two neighborhoods, this experience takes you through multiple parts of Chicago, giving you a comprehensive view of the city’s rich history and lively communities. From the university campuses to the legendary Wrigley Field, you'll get a true feel for what makes Chicago special.

Perfect for travelers of all ages, the tour is accessible for families with infants and small children, and suitable for all fitness levels. With included amenities like headphones and a phone charging port, you'll stay comfortable and connected throughout your journey. Join us for an engaging, informative ride through Chicago’s most fascinating neighborhoods.

Frequently asked questions

How long is the tour?

The tour lasts approximately 4.5 hours, giving you plenty of time to see multiple neighborhoods and landmarks.

Is the tour suitable for children?

Yes, the tour is suitable for all ages. Infants and small children can ride in strollers or prams, and the tour is accessible for all fitness levels.

What’s included in the tour?

You’ll receive a phone charging port and headphones to hear the guide clearly during the trip.

Can I join the tour if I don’t speak English?

This tour is conducted in English. If you need assistance in another language, please check with the provider for possible options.

Is there a pickup option?

Yes, pickup from 27 designated hotels is available. If scheduled, airport pickup can be arranged for an additional $60.

How do I cancel my booking?

You can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations made less than 24 hours in advance are non-refundable.

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations made less than 24 hours in advance are non-refundable.

Reserve now

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

Duration 4.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 4.5 hours
Languages English
Group size Up to 5 people
Ages accepted Infants (0–2), children (3–10), youths (11–17)
Accessibility Infants and small children can ride in strollers; suitable for all fitness levels

What's included

Included

  • Phone charging port
  • Headphones for clear guide commentary

Itinerary

This tour covers over 10 Chicago neighborhoods and key attractions, including Hyde Park, Lincoln Park, Gold Coast, Wrigleyville, and Bronzeville. You'll see historic sites, vibrant communities, and iconic landmarks all in one trip.

  1. Stop 1 Pass by

    Visit the neighborhood of Hyde Park, home to the 44th U.S. President and the University of Chicago. See the plaque marking Michelle Obama’s first kiss and explore a diverse community with real estate ranging from luxury homes to affordable apartments.

  2. Stop 2 Pass by

    Explore Lincoln Park and its stunning historic homes, shops, and restaurants. Pass by DePaul University and enjoy the neighborhood’s beauty and vibrancy.

  3. Stop 3 Pass by

    Drive through the Gold Coast, known for its elegant parks and upscale residences, and take in the scenic views along the lakefront.

  4. Stop 4 Pass by

    Catch a glimpse of Wrigley Field and other Chicago neighborhoods, soaking in the city’s lively sports and entertainment culture.

  5. Stop 5 Pass by

    Discover Bronzeville’s rich history as a hub for African American culture, music, and community. Learn about its roots, see Pilgrim Baptist Church, and witness the ongoing revitalization of this historic district.

Meeting point & pickup

Pickup is available from selected hotels or you can meet at the designated start point.

If scheduling allows, airport pickup is available for an extra $60, covering the cost of an Uber ride. Exact pickup times are confirmed after booking and depend on your hotel location.

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Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before your scheduled tour for a full refund. Cancellations made less than 24 hours in advance are non-refundable.

  • 100% refund if canceled at least 24 hours before
  • No refund if canceled within 24 hours

Instant confirmation

Your booking is confirmed immediately after checkout.

From $125.00 per person

Infant Age 0–2
0
Child Age 3–10
0
Youth Age 11–17
0
Adult Age 18–65
2
Senior Age 66–100
0
  • Free cancellation
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