Deals on vacations and trips to Hillcrest

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Hillcrest flight + hotel vacation packages

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
Save 100% on your flight
Price was $648, price is now $439 per person
$439
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $871, price is now $491 per person
$491
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $958, price is now $618 per person
$618
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $910, price is now $589 per person
$589
per person
Jun 14 - Jun 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,245, price is now $862 per person
$862
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and a free grocery shopping service are also on offer.

Top Hillcrest hotels deals

Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $134 total per night
$134 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, express check-in, and express check-out are also offered.
Pool
Breakfast included
Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Apr 13 - Apr 14
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road Sycamore IL
Free Cancellation
$81 nightly
The price is $90 total per night
$90 total
Apr 13 - Apr 14
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Home2 Suites by Hilton Dekalb

Home2 Suites by Hilton Dekalb

3 out of 5
575 S ANNIE GLIDDEN RD DeKalb IL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $148 total per night
$148 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Comfort Inn & Suites Rochelle - DeKalb

Comfort Inn & Suites Rochelle - DeKalb

2.5 out of 5
1133 N 7th St Rochelle IL
Free Cancellation
$76 nightly
The price is $84 total per night
$84 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A computer station, laundry facilities, and free newspapers are also on offer.
Breakfast included
Pet friendly
Americas Best Value Inn Rockford

Americas Best Value Inn Rockford

2.5 out of 5
4419 11th St Rockford IL
Free Cancellation
Reserve now, pay when you stay
$58 nightly
The price is $66 total per night
$66 total
Apr 12 - Apr 13
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Parking included
Free WiFi
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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 are vacation packages to Hillcrest?
$439 is all you'll need for an unforgettable break in Hillcrest. Bundle your flights and hotel into a Travelocity package and see the savings pile up. With these kinds of prices, you'll want to start packing your suitcase now!
Where can I get the best vacation package deals for Hillcrest?
Look no further than Travelocity. With access to 400 airline partners and at least 1,000,000 properties across the globe, selecting the ultimate Hillcrest package deal couldn't be simpler.
Why should I book my Hillcrest vacation package via Travelocity?
Because we believe in crafting one-of-a-kind travel experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our customer support is on hand 24/7 to make sure you're never alone. We also offer a Price Match Guarantee, so you can secure your getaway knowing you've landed the best deal possible. If you find a lower price, we'll match it!
Can I save money on my Hillcrest car rental if I bundle it with a hotel or flight?
Absolutely — bundle your car, hotel and flight into a Hillcrest vacation package and you can save a tidy sum. With so much to see in and around Hillcrest, that rental vehicle will make exploring easy. Once you've buckled yourself in, crank up the tunes and cruise toward Wrigley Field, a well-known sight approximately 75 mi from Hillcrest.
Which airport is best for Hillcrest?
O'Hare Intl. Airport (ORD) is popular. It's situated approximately 60 mi east of Hillcrest. Other options worth checking out are Rockford, IL (RFD-Greater Rockford) (17 mi away from central Hillcrest) and Lewis University Airport (LOT) (55 mi away from central Hillcrest).

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