Search Deals onWillowbrook Vacation Packages
Willowbrook Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Save 100% on your flight
Price was $485, price is now $313 per person
$313
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,302, price is now $745 per person
$745
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $914, price is now $532 per person
$532
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Very nice clean hotel! 5 stars all the way!
Reviewed on Sep 8, 2026
Level Chicago – Old Town
Save 100% on your flight
Price was $804, price is now $471 per person
$471
per person
Nov 11 - Nov 14
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Location and facility was very nice
Reviewed on Sep 7, 2026
Four Seasons Hotel Chicago
Save 100% on your flight
Price was $1,987, price is now $1,279 per person
$1,279
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Four Seasons certainly lived up to its reputation. It's pricey. Not sure if the room was worth $1,000 per night but the bed WAS AMAZING!!!! Very comfortable with a high thread count on the sheets. It was spacious with a bench on the windows and an impeccable view of the city. The spa services were great. We did not like the way the jacuzzi was constructed and we only had 2 hours without kids splashing around in the pool. The staff was very friendly and acknowledged our anniversary at every turn. I would expect nothing less. The check in process was quick and seamless. Valet parking was very attentive and had my car brought out quickly. Definitely a 4-5 star experience. The turn down service at night was a NICE touch. The room was a bit dated. I wish the Four Seasons would remove the bathtub and have a walk in shower. And some of the room's wallpaper was coming undone. That was surprising. All in all 4 out of 5 stars definitely!! We would definitely go back !
Reviewed on Sep 8, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Save 100% on your flight
Price was $959, price is now $625 per person
$625
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Everything was great and we had a wonderful time and a beautiful view.
Reviewed on Sep 8, 2026
Chicago Marriott Downtown Magnificent Mile
Save 100% on your flight
Price was $810, price is now $538 per person
$538
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Good location
Reviewed on Sep 6, 2026
Swissotel - Chicago
Save 100% on your flight
Price was $810, price is now $547 per person
$547
per person
Oct 22 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Willowbrook Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Willowbrook Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$164 Roundtrip, found 1 hour ago
$164
Roundtrip
found 1 hour ago
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Mon, Sep 28 - Tue, Oct 6
LAX
Los Angeles Intl.
MDW
Midway Intl.
$261 Roundtrip, found 22 hours ago
$261
Roundtrip
found 22 hours ago
Fri, Nov 13 - Mon, Nov 30
PVG
Pudong Intl.
ORD
O'Hare Intl.
$1,068 Roundtrip, just found
$1,068
Roundtrip
just found
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