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.
The Westin Michigan Avenue Chicago
Downtown Chicago
Price was CA $817, price is now CA $633 per person
CA $633
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.8/10 Excellent! (1,075 reviews)
Great place to stay. Close to attractions. Great price. Great room. Friendly staff!!!
Reviewed on Feb 9, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,194, price is now CA $811 per person
CA $811
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel is very nice and the staff are super friendly and helpful. The breakfast buffet has everything you could want!
Reviewed on Feb 16, 2026
Holiday Inn Chicago North-Evanston by IHG
Downtown Evanston
Price was CA $1,010, price is now CA $769 per person
CA $769
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,652 reviews)
Comfortable bed, clean room, nice hotel
Reviewed on Feb 12, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,184, price is now CA $912 per person
CA $912
per person
Apr 20 - Apr 24
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026
St. John Hotel Deals
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Feb 22 to Feb 23
CA $133
CA $150 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Everything was perfect and the front desk was so nice
Reviewed on Feb 10, 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 $73 per night from Feb 22 to Feb 23
CA $73
CA $82 total
Feb 22 - Feb 23
includes taxes & fees
5.6/10 (710 reviews)
Was cold but overall cool
Reviewed on Feb 2, 2026
Wingate by Wyndham Tinley Park
18421 N Creek Drive Tinley Park IL
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Feb 23 to Feb 24
CA $128
CA $145 total
Feb 23 - Feb 24
includes taxes & fees
9.4/10 Exceptional! (1,094 reviews)
Room was spotless and staff were super nice!
Reviewed on Feb 9, 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.
