St. Charles Vacation Packages

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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 – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,512, price is now CA $1,071 per person
CA $1,071
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.

Reviewed on May 14, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,750, price is now CA $1,175 per person
CA $1,175
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
It was very pleasant and safe. I liked that you needed a room key to use the elevator which made us feel safe. The hotel is located very central and walking distance to everything. The staff was very friendly.

Reviewed on May 16, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,881, price is now CA $1,291 per person
CA $1,291
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
Great view and room was very clean!

Reviewed on May 17, 2026

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was CA $2,517, price is now CA $1,776 per person
CA $1,776
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,225 reviews)
Nice hotel in a great location.

Reviewed on May 15, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,020, price is now CA $1,472 per person
CA $1,472
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
Great hospitality!!! Will be back! Thank you

Reviewed on May 17, 2026

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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 $340 per night from Jun 14 to Jun 15
CA $340
CA $399 total
Jun 14 - Jun 15
includes taxes & fees
8.4/10 Very Good! (2,305 reviews)
Best location and excellent customer service.

Reviewed on May 16, 2026

Hilton Chicago O'Hare Airport
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from May 25 to May 26
CA $157
CA $174 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (1,567 reviews)
Our only let down was that not of the property doings. We just had very active next door neighbors that was a bit disturbing.

Reviewed on May 16, 2026

Embassy Suites by Hilton Chicago Lombard Oak Brook
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from May 19 to May 20
CA $117
CA $130 total
May 19 - May 20
includes taxes & fees
9/10 Wonderful! (2,743 reviews)
Clean room fast service

Reviewed on May 16, 2026

SureStay Plus Hotel by Best Western Chicago Lombard
See all 934 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.
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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 $1,161
per traveller
100% of travellers recommend
Private 45-Minute Chicago Skyline Helicopter Tour
See all activities in St. Charles

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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.