DeKalb County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your DeKalb County Vacation

Say yes to new adventures with a customized DeKalb County vacation package. This destination's unique character and golfing will be among the most memorable parts of your getaway. A trip to DeKalb County offers lots of things to see and do. Not sure where to begin your travels? Sandwich is a leading place to stay here. From the moment you book your DeKalb County vacation to when you return home, Expedia will be with you every step of the way.

Top DeKalb County 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

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,565, price is now CA $1,125 per person
CA $1,125
per person
Jul 11 - Jul 14
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,126 reviews)
Great staff and perfect place to be in the middle of everything!

Reviewed on Apr 27, 2026

DeKalb County Hotel Deals

Home2 Suites by Hilton Dekalb

Home2 Suites by Hilton Dekalb

3 out of 5
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from May 28 to May 29
CA $179
CA $203 total
May 28 - May 29
includes taxes & fees
9.2/10 Wonderful! (446 reviews)
Very clean and kind people.

Reviewed on May 6, 2026

Home2 Suites by Hilton Dekalb
Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from May 31 to Jun 1
CA $157
CA $178 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
Staff was friendly and helpful and the breakfast was great!

Reviewed on May 16, 2026

Hampton Inn DeKalb, IL
Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from May 31 to Jun 1
CA $104
CA $118 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (1,649 reviews)
Quiet and clean

Reviewed on May 17, 2026

Baymont by Wyndham Rockford
See all 526 properties in DeKalb County
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

Frequently asked questions

How much does a DeKalb County vacation package cost?
Say yes to new adventures with our DeKalb County vacation packages, which start from a low CA $1,071. Pick the hotels and flights that match your travel plans. Then, add on a couple of activities or tours for a one-of-a-kind getaway.
How do I get a cheap travel package to DeKalb County?
Book everything in the one place with our DeKalb County vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your travel budget happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 hotels globally to pick from, you'll have the flexibility to mix and match however you please.
How far in advance should I book my DeKalb County vacation?
It depends on the air carrier, but you can usually look up international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers occasionally score a cheaper seat just weeks prior to the date of departure.
What does an Expedia DeKalb County travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply select your favorite bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to planning your DeKalb County break, the choice is all yours!
What should I know before booking a DeKalb County travel package?
You'll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy exciting discounts. Hotels aren't your only option, though. We've got beach villas, cabins in the mountains and everything in between!
Can I choose my airline with a DeKalb County Expedia vacation package?
Yes, you're in charge. Expedia has access to more than 550 airlines across the globe, so you can tailor your DeKalb County vacation according to your travel preferences.
If I'm not able to travel, can I cancel my DeKalb County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your DeKalb County vacation package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.