Chicago Weekend Tour

May 24th - May 27th, 2019

A weekend in the windy city

Tour Description

Get away this spring for a fully escorted weekend in Chicago with Target Tours! With flights included from Nova Scotia, Prince Edward Island, and New Brunswick this quick trip is the perfect break for your friends and family.

Chicago has so much to discover. From the incredible award winning skyline to knee-slapping comedy this city sure has it all. See the views from the second tallest building in the United States, the Willis Tower, or stay on the ground and enjoy the attractions at Navy Pier that are for children and adults alike.

Are you a theatre buff? We can assist in the purchase of tickets to see the amazing musicals held at the Tony award winning theatres. The award-winning musical "Hamilton" will be playing and should not be missed! Check out what else will be playing HERE. For comedy shows Chicago is the home of The Second City and many other clubs where you can catch the next up and coming comedians.


  • Return flights from select Maritime cities to Chicago
  • 3 nights’ accommodations at the Cambria Hotel Magnificent Mile including breakfast daily
  • 4 hour guided tour of Chicago
  • Chicago Explorer Pass with admission to 4 attractions of your choice of 29 (see what it includes HERE)
  • Services of a professional Target Tours Tour Director

Pricing Options

$1589  per person 4 per room

$1689  per person 3 per room

$1849 per person 2 per room

$2399 per person 1 per room




Prices include taxes and are in CAD.

Deposit of $500 per person due at time of booking.

Prices to increase March 8, 2019. Secure your booking by deposit before this date to avoid increase.

Final payment due April 8, 2019.

Deposits are non-refundable. Trip becomes fully non-refundable at final payment date. For more information please visit our Policy Page.

Tour Director and Driver Gratuities:

While optional, gratuities are a great way to show your appreciation. Learn more about gratuities by reading our Policy Page or downloading this tour’s itinerary.

* 1 passenger only: Join Target Tours SOLO where we attempt to match people of the same gender to share accommodations on the tour of their choice!

Tips and Tricks

  • Book early and enjoy our Early Booking Guarantee benefits. Learn more HERE.
  • Purchase travel insurance. Find out what package best suits your needs HERE.
  • Review the expiration date of your passport. This trip requires that your passport be valid for the duration of your trip including your return date.
  • Review our policy page HERE.
  • Our Target Tours’ “On Target” Blog features fun and relevant travel topics written by our staff. Click HERE for a great packing list made by our team.
  • Get engaged with the Target Tours’ community. Discover us on FacebookTwitter and follow along with other tours and your fellow travellers.

Still have questions?

Review our FAQ page or send us a message by using our chat feature in the bottom left corner.

We are live on the chat from Mon-Fri 8:30 AM – 4:00 PM and love to answer your questions. We will reply via e-mail to any chat requests we receive outside those hours.

Pickup Locations

This tour is available from the following locations:

Departures from PEI
You can meet this tour in:
  • Charlottetown International Airport
Departures from Nova Scotia
You can meet this tour in:
  • Halifax Stanfield International Airport
Departures from New Brunswick
You can meet this tour in:
  • Greater Moncton Roméo LeBlanc International Airport
  • Fredericton International Airport
Departure from other Canadian Provinces
  • Contact us for rates and options