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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,473, price is now CA $984 per person
CA $984
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Clean room, walkable & quiet. Enjoyed my entire stay.

Reviewed on Jul 9, 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was CA $3,926, price is now CA $2,363 per person
CA $2,363
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
I liked everything except that the air conditioner in the hotel hallway was too cold

Reviewed on Jul 8, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,047, price is now CA $1,235 per person
CA $1,235
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Front desk staff was super helpful and enthusiastic. Smooth check-in, and checkout.

Reviewed on Jul 8, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,834, price is now CA $1,264 per person
CA $1,264
per person
Sep 25 - Sep 28
found 11 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
The room was amazing! It was spacious and clean. The staff were helpful and very considerate. The hotel is located in an ideal location, right off of Michigan Avenue, in the heart of downtown. Shopping and restaurants are within short walking distances.

Reviewed on Jul 8, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $2,153, price is now CA $1,484 per person
CA $1,484
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,136 reviews)
Mediocre all around and for the price point not worth it. Great location. But nothing else compelling. Food was only ok. Service was only ok. Nothing memorable. Will seek somewhere else next time.

Reviewed on Jul 8, 2026

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St. John Hotel Deals

Econo Lodge South Holland - Chicago Southland

Econo Lodge South Holland - Chicago Southland

2 out of 5
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Jul 23 to Jul 24
CA $90
CA $102 total
Jul 23 - Jul 24
includes taxes & fees
6.2/10 (832 reviews)
"You get what you pay for. If you just need a okay play to lay your head it’s cool. Got twins bed instead of queens though."

Reviewed on Jul 5, 2026

Econo Lodge South Holland - Chicago Southland
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Aug 3 to Aug 4
CA $122
CA $144 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (393 reviews)
"This was a solo backpack trip for me so I don’t mind the hotel - there was no elevator working, the floors/ ground leading to the door of the rooms were dirty and unstable as in not smooth- I personally don’t mind marijuana smoke but if you are sensitive to it you may have a problem - I will say ..."

Reviewed on Jul 8, 2026

Motel 6 - Chicago, IL
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Jul 20 to Jul 21
CA $189
CA $212 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (488 reviews)
"A great way to getaway without traveling far"

Reviewed on Jul 9, 2026

Wind Creek Southland Casino and Hotel
See all 594 properties in St. John
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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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.
See properties

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 $984 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.