St. John Holidays

Photo by Steve Ignowski

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St. John Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$989, price is now S$696 per person
S$696
per person
17 Oct - 20 Oct
found 1 day ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
8.4/10 Very Good! (1,450 reviews)
I think this is a good hotel in an extremely convenient location whether you plan to walk or catch a ride. Close to everything and staff was pleasant.

Reviewed on 19 Aug, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,791, price is now S$1,134 per person
S$1,134
per person
17 Oct - 20 Oct
found 1 day ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$2,043, price is now S$1,388 per person
S$1,388
per person
17 Oct - 20 Oct
found 1 day ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,206, price is now S$848 per person
S$848
per person
17 Oct - 20 Oct
found 1 day ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.4/10 Exceptional! (1,059 reviews)
Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug, 2025

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,382, price is now S$984 per person
S$984
per person
17 Oct - 20 Oct
found 1 day ago
Return direct flight included
Fort Lauderdale (FLL) to Chicago (ORD)
9.6/10 Exceptional! (2,837 reviews)
Property was well located to be able to explore Chicago easily. Very clean hotel and the staff was extremely accommodating. The only thing missing was a pool but it wasn’t a huge issue. Very nice hotel and would go back for sure.

Reviewed on 20 Aug, 2025

Top hotels in St. John

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 S$102 per night from 7 Sept to 8 Sept
S$102
7 Sept - 8 Sept
includes taxes & fees
6.2/10 (67 reviews)
"Clean remodeled rooms."

Reviewed on 15 Aug, 2025

Motel 6 - Chicago, IL
Red Roof Inn Chicago - Lansing

Red Roof Inn Chicago - Lansing

2 out of 5
2450 East 173rd Street, Lansing, IL
Fully refundableReserve now, pay when you stay
The price is S$107 per night from 24 Aug to 25 Aug
S$107
24 Aug - 25 Aug
includes taxes & fees
4.2/10 (1,000 reviews)
"It’s a cool little spot. If you have a pet, you could bring your pet no drama not too much noise."

Reviewed on 7 Aug, 2025

Red Roof Inn Chicago - Lansing
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
12801 South Cicero, Alsip, IL
Fully refundableReserve now, pay when you stay
The price is S$137 per night from 2 Sept to 3 Sept
S$137
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"4jt6h4rthjwth"

Reviewed on 21 Aug, 2025

Baymont by Wyndham Chicago/Alsip
See all 533 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.

Frequently asked questions

How much does a St. John holiday package cost?
You'll find cheap prices from S$696 on Expedia for your St. John getaway. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to St. John costs.
What are the cheapest months to go to St. John?
If you're looking to snag a cheap St. John holiday package, consider visiting in January, February and November. You're likely to find lower prices on hotels and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for St. John?
With a well-planned itinerary, you can easily tick off the most popular St. John sights in a handful of days. But if you prefer to discover hidden spots or go on day trips, think about booking your St. John holiday for longer.
Is it worth booking a holiday package to St. John?
St. John offers everything you need for an amazing escape. Begin your St. John holiday on a high note by visiting popular attractions like Shrine of the Christ's Passion.
How to find the best St. John package deals?
Use Expedia's handy filters to find some tempting St. John package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for St. John package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a St. John holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and stays individually. Better still, you can tailor your St. John escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to St. John?
Enjoy amazing discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu St. John trip.
How to plan a trip to St. John?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to St. John.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your accommodation will probably be the biggest expense during your trip to St. John.
  3. Decide how many days away: Start by listing all the attractions you want to experience in St. John. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your airfare and accommodation: After you've settled on your travel dates and duration, lock in the right St. John holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.