St. Charles Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Your St. Charles Vacation

Pick a St. Charles vacation package and focus on what counts — having fun. There's no more planning headaches, just lots more time to experience the best of this captivating city, such as its rich history and lively atmosphere. Arcada Theater, Kane County Fairgrounds and Geneva Commons are just some of the sights you'll want to check out during your trip to St. Charles. No matter your travel plans or budget, organizing your ultimate tailored St. Charles vacation is a breeze with Expedia.

Top St. Charles Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
This place was secure and beautiful. The amenities were top notch & I felt 100% safe while there. Will return!

Reviewed on Jul. 7, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
Hotel staff and room were awesome..bed very comfortable. Coffee shop was great had great fast breakfast options. Had Miss Rickie's one day was really great food. Only complaint would be the rooftop bar evening clientele...did not feel comfortable and they were loud and raucous.

Reviewed on Jul. 8, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Gorgeous room with a breathtaking view!

Reviewed on Jul. 10, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul. 12, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Ready to book your vacation to St. Charles?

 

Choose your dates

St. Charles Hotel Deals

Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Aug 8 to Aug 9
CA $245
CA $288 total
Aug 8 - Aug 9
includes taxes & fees
8/10 Very Good! (2,069 reviews)
"Super convenient for an early morning flight, and surprisingly quiet considering it’s only steps from the terminal."

Reviewed on Jul. 10, 2025

Hilton Chicago O'Hare Airport
DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Jul 20 to Jul 21
CA $114
CA $126 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (1,017 reviews)
"It was a very nice hotel. We really enjoyed our stay."

Reviewed on Jul. 8, 2025

DoubleTree by Hilton Lisle Naperville
Grand Royal Hotel O'Hare - Chicago
Grand Royal Hotel O'Hare - Chicago
3.5 out of 5
1000 Busse Rd, Elk Grove Village, IL
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Jul 20 to Jul 21
CA $130
CA $147 total
Jul 20 - Jul 21
includes taxes & fees
5.6/10 (107 reviews)
"Cheap and convenient to airports"

Reviewed on Jul. 9, 2025

Grand Royal Hotel O'Hare - Chicago
See all 878 properties in St. Charles
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

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in St. Charles

Arcada Theater

You can get tickets for a performance at Arcada Theater during your stay in St. Charles. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Arcada Theater

Otter Cove Aquatic Park

Bring the kiddos to Otter Cove Aquatic Park and enjoy this exciting amusement park in St. Charles. Amble around this family-friendly area's riverfront or attend a sporting event.

Otter Cove Aquatic Park

What to do in St. Charles

Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-Minute Chicago Skyline Helicopter Tour

CA $1,166
per traveller
100% of travellers recommend
Private 45-Minute Chicago Skyline Helicopter Tour
See all activities in St. Charles

Frequently asked questions

How much does a St. Charles vacation package cost?
You'll find cheap prices from CA $687 on Expedia for your St. Charles break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to St. Charles costs.
What are the cheapest months to go to St. Charles?
January, March and November are great times to search for cheap St. Charles vacation packages. Choosing to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for St. Charles?
With a well-organized travel plan, you can easily visit the most popular St. Charles sights in a few days. But if you want to explore off the beaten track or go on day trips, consider booking your St. Charles vacation for longer.
Is it worth booking a vacation package to St. Charles?
Well known for its cycling, walking trails and shopping, a St. Charles vacation has something for everyone. Be sure to visit major sights like Kane County Fairgrounds and Charlestowne Mall, and consider renting some wheels for day trips to discover even more.
How to find the best St. Charles package deals?
Landing a cheap St. Charles package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical St. Charles package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a St. Charles vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored St. Charles vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to St. Charles?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment St. Charles getaway.
How to plan a trip to St. Charles?

  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 travel to St. Charles.
  2. Plan your budget wisely: On top of the cost of your stay, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to St. Charles.
  3. Decide how long to go for: Now that you know more about St. Charles, you can figure out the ideal length of your break. Pull together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized St. Charles vacation package.

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