
St. John Vacation Packages
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Your St. John Vacation
Take the hassle out of travel planning by booking a St. John vacation package. One of the best neighborhoods to base yourself in this fascinating city is Glenwood, which is good for golfing and plenty more. If a sightseeing tour is on the to-do list during your trip to St. John, visit popular attractions like Centennial Park, Lake County Fairgrounds and Shrine of the Christs Passion. Don't delay your visit to this city any longer. Your ultimate St. John vacation is a few clicks away with Expedia.
Top St. John Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,351, price is now CA $876 per person
CA $876
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay
Reviewed on Apr 7, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,459, price is now CA $928 per person
CA $928
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The room was clean. Very modern hotel. Great service and staff. Great experience overall.
Reviewed on Apr 7, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,474, price is now CA $1,010 per person
CA $1,010
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
It was too cold for the pool!
The property is in a great location, the staff kind and very helpful. The on site restaurant is quite wonderful. I would have to say we had the best meal of our stay of 4 nights in Chicago!the rooms are large and airy and very clran
Reviewed on Apr 7, 2026

Waldorf Astoria Chicago
Downtown Chicago
Price was CA $3,334, price is now CA $2,301 per person
CA $2,301
per person
May 15 - May 19
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Top of the line customer service! I can’t express how deeply I am impressed with your hotel, the feel, the specialness of it all! My first time there, has left me with a lasting impression I will never forget! Classy and it smelled like Paris! Love everything about the hotel. Wish I could have stayed longer. Thank you for keeping such a prestigious hotel at top standard!
Reviewed on Apr 6, 2026

Cambria Hotel Chicago Loop - Theatre District
Downtown Chicago
Price was CA $1,784, price is now CA $1,242 per person
CA $1,242
per person
May 14 - May 18
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,551 reviews)
Clean room
Nice music mirror
Reviewed on Apr 6, 2026
St. John Hotel Deals

Wind Creek Southland Casino and Hotel
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Apr 15 to Apr 16
CA $248
CA $278 total
Apr 15 - Apr 16
includes taxes & fees
9.4/10 Exceptional! (315 reviews)
All in all we had a wonderful stay
Reviewed on Apr 4, 2026

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
18501 Convention Center Drive Tinley Park IL
Fully refundable
The price is CA $134 per night from Apr 19 to Apr 20
CA $134
CA $161 total
Apr 19 - Apr 20
includes taxes & fees
9/10 Wonderful! (1,260 reviews)
No e
Reviewed on Apr 7, 2026

Econo Lodge South Holland - Chicago Southland
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from Apr 28 to Apr 29
CA $80
CA $91 total
Apr 28 - Apr 29
includes taxes & fees
6/10 (749 reviews)
Bed was comfortable
Reviewed on Apr 7, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







