St. John Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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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.
Freehand Chicago
Downtown Chicago
CA $1,759
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
7.8/10 Good! (3,367 reviews)
Clean, freindly Staff, good location- the+'s.
Should of known to bring towels and parking was kidde korner from entrance not next to it. 4.75 stars
Reviewed on Sep 4, 2026
The Talbott, Autograph Collection
Downtown Chicago
CA $1,153
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (159 reviews)
The room was spacious for two. The location was easy to reach from the bus line. We were able to check in early! The only problems were that the phone would ring randomly throughout the morning. We didn't ask for any wake-up calls, and you could hear through the walls into the next room. All in all, the hotel location was a good choice for this trip.
Reviewed on Sep 2, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
CA $1,195
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
My family (of 4) stayed 5 days/4 nights. The room had a beautiful view. The room itself was very nice too! Front desk staff were nice and helpful. The only thing we didn't like was the housekeeping. We requested more towels because only 3 towels were in the bathroom, and we needed one more. It took a long time for it to be sent to our room. We had to request 4 towels every time, which was annoying. Also, there were 2 days our room was not cleaned, even after we requested housekeeping. Other than that, the hotel itself was great. We ate at the restaurant downstairs for breakfast and dinner on occasion. The surrounding area was beautiful and picturesque. We would stay at Sable Hotel again!
Reviewed on Sep 3, 2026
Ready to book your vacation to St. John?
St. John Hotel Deals
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
CA $124
CA $146 total
Sep 7 - Sep 8
includes taxes & fees
Ameristar Casino Hotel East Chicago
777 Ameristar Blvd. East Chicago IN
Fully refundableReserve now, pay when you stay
CA $155
CA $190 total
Sep 7 - Sep 8
includes taxes & fees
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
CA $175
CA $198 total
Oct 4 - Oct 5
includes taxes & fees
8.4/10 Very good! (1,204 reviews)
"Property was clean room and bed comfortable"
Reviewed on Sep 2, 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.
Stay near popular St. John attractions
Shrine of the Christ's Passion
10.0/10 (2 reviews)
You can learn about the history of St. John with a trip to Shrine of the Christ's Passion. Discover the bars and its entertainment venues while you're in the area.
Frequently asked questions
How much does a St. John vacation package cost?
You can pick up a vacation package to this top destination from CA $1,114 on Expedia. However, how much your vacation to St. John costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to St. John?
You can generally find reduced prices and greater availability in January, February and November. Check out our cheap St. John vacation packages and you could score some excellent off-season deals.
How many days is enough for St. John?
Usually, a handful of days is enough to check out the main sights during your St. John vacation. But if you'd like to have some time to rest or take day trips, consider extending your trip.
Is it worth booking a vacation package to St. John?
St. John has everything you need for an unforgettable trip. Begin your St. John vacation on a high note by exploring major attractions like Shrine of the Christ's Passion.
How to find the best St. John package deals?
Start your search for a St. John package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal St. John package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your St. John adventure underway.
Is it cheaper to book a St. John vacation as a package?
You can enjoy significant savings on your St. John escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to St. John?
Land amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment St. John vacation.
How to plan a trip to St. John?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit St. John.
- Set your budget: Consider costs like flights, food and transportation when working out how much to put aside for your trip to St. John. Then, choose a hotel that fits your budget, whether that's an economical option or a deluxe retreat.
- Determine how many days away: Start by listing all the activities and attractions you'd like to get to in St. John. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized St. John vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
