Deals on vacations and trips to Homewood
Save when you book Homewood package deals
Homewood flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The French Country Inn Lake Geneva
Save 100% on your flight
Price was $547, price is now $288 per person
$288
per person
Feb 11 - Feb 15
found 5 hours ago
Roundtrip flight included
New Orleans (MSY) to Chicago (ORD)
A private beach and a restaurant are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, luggage storage, and concierge services are also on offer.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,021, price is now $551 per person
$551
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Save 100% on your flight
Price was $762, price is now $442 per person
$442
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,339, price is now $1,368 per person
$1,368
per person
Mar 14 - Mar 21
found 22 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,427, price is now $835 per person
$835
per person
Mar 14 - Mar 21
found 22 hours ago
Roundtrip flight included
Dallas (DAL) 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.
Top Homewood hotels deals
La Banque Hotel
2034 Ridge Rd Homewood IL
Free Cancellation
Reserve now, pay when you stay
$226 nightly
The price is $254 total per night
$254 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
Pet friendly
Parking included
Holiday Inn Chicago SW-Countryside ConfCtr by IHG
6201 Joliet Rd Countryside IL
Free Cancellation
$91 nightly
The price is $102 total per night
$102 total
Dec 29 - Dec 30
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a garden, and a computer station are also offered.
Parking included
Free WiFi
Motel 6 Bridgeview, IL
9625 S 76th Ave Bridgeview IL
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $62 total per night
$62 total
Dec 28 - Dec 29
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
$124 nightly
The price is $130 total per night
$130 total
Dec 25 - Dec 26
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A garden is also provided.
Parking included
Free WiFi
Hyatt Place Chicago Midway Airport
6550 S Cicero Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $159 total per night
$159 total
Dec 30 - Dec 31
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Free airport shuttle
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
Free Cancellation
$112 nightly
The price is $132 total per night
$132 total
Dec 26 - Dec 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
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.
Popular places to visit
Michigan Avenue
4.5/5(332 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
McCormick Place
4.5/5(1,805 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Frequently asked questions
Photos of local treasures
Browse Homewood vacation photos for more inspiration
