New York City to Chicago Day Trip by Air

New York City to Chicago Day Trip by Air

From US$ 599 per person

This 1-day trip to Chicago is the ticket. This tour includes your airport transfers in both New York and Chicago. A memorable hop-on hop-off sightseeing tour and a 2-course lunch are included.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
COVID-19 precautions
Special health and safety measures apply. Learn more
Printed voucher required
Duration 1 day
Starting times 6:00 AM, 7:00 AM, 8:00 AM
Instant confirmation


  • Marvel at the sights
  • Customize your itinerary to your own preferences
  • See Chicago's highlights
Full description
An early wake-up and transfer to a New York City airport will get you in the mindset for a day in Chicago. Between 10 and 11 am (depending on flight) you'll be in downtown Chicago as you board a double-decker hop-on hop-off bus for your choice of tours. The tour includes opportunities to hop off and visit Skydeck Chicago, a 103 floor high viewing platform offering view of 4 surrounding states; 360° Chicago on the 94th floor of the John Hancock Building with tilting glass lookout providing a full circle of views of the city skyline, Millennium Park, a wonderful outdoor green arena of gardens, exhibitions, architecture, and festivals; the Magnificent Mile an amazing avenue lined with restaurants, shops, hotels and entertainment venues; plus lots more.  Your included 2-course lunch at Hard Rock will get you in and out quickly with the Priority Seating program. After a day of sightseeing and shopping, you'll probably sleep on the jet flight back to New York, followed by a transfer to your hotel.
  • Roundtrip airfare
  • Roundtrip transfers to and from airports
  • Lunch at the Hard Rock Café
  • Hop-on hop-off sightseeing tour
  • Entrance fees
  • Gratuities (optional)
  • Alcoholic drinks (available to purchase)
  • No luggage allowance other than carry on
COVID-19 precautions

Customers must book this activity online because the ticket office is closed

Safety measures in place
  • All areas that customers touch are frequently cleaned
  • Customers must keep distance in vehicles
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • Customers are required to bring and wear masks
  • Customers will get a mandatory temperature check

Select participants and date



Prepare for the activity

Meeting point

Your midtown or downtown New York City hotel

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Important information

Know before you go

  • Confirmation will be received within 48 hours of booking, subject to availability.
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
  • Vegetarian option is available, please advise at time of booking if required
  • A maximum of 10 people per booking.
  • The duration of transfers are approximate, the exact duration will depend on the time of day and traffic conditions.
  • For Non US Visitors: Passport name, number, expiry and country is required at time of booking and on the day of travel for all participants.
  • For US Visitors: Government issue ID with picture or passport required on day of travel.
  • Operates in all weather conditions, please dress appropriately.
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Product ID: 71454