Overview
Join us for the most memorable experience you will have while visiting Chicago! For runners from around the world, this is definitely a “bucket list” activity. This casual paced, guided running tour will take you through and around the most iconic sights that Chicago has to offer. We will take you along the Lake Michigan shoreline where you will take in the most spectacular views of the beautiful city skyline, through Downtown and “the Loop” to cross the Chicago River where we will share some of the incredible history that has made Chicago so famous, from gangsters to marine disasters, and finally up Michigan Avenue to enjoy the cultural and architectural highlights of the Chicago Art Institute, famous historical building and so much more! You will not break any personal best running times, though, as we make stops along the way to talk about the sights and take pictures for you to share with friends and loved ones!
What's Included
- Live, in person, running tour guide
Meeting Location
401 Michigan Avenue
Chicago, IL 60611, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Downtown / The Loop
1 hour Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- This tour/activity will have a maximum of 10 travelers
Frequently Asked Questions (8)
Q: What is the cancellation policy for the Chicago Highlights Running Tour?
Cancellation Policy
Still have questions?
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Activity code: C-22253P7
Traveler Photos
Additional Info
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Frequently Asked Questions (8)
The answers provided below were previously given in response to questions from Key West Private Charters customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (CST).
- Live, in person, running tour guide.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025The minimum age to participate is 14..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Chicago Highlights Running Tour is as follows:
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Chicago Highlights Running Tour will be included in your confirmation email from Key West Private Charters. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Live, in person, running tour guide
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- This tour/activity will have a maximum of 10 travelers
