West Chicago Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
West Chicago Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$674
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
Hotel Riu Plaza Chicago
Downtown Chicago
$1,118
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
Everything was awesome but there was no microwave and we needed one
Reviewed on Oct 3, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$1,487
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
Room is spacious staff very courteous. i had a memorable stay.
Reviewed on Oct 2, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
$990
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Level Chicago - River North
Downtown Chicago
$1,013
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Good location and parking, but the room has poor soundproofing, we can here the noise from outside
Reviewed on Oct 2, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$917
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
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View all tripsWest Chicago Vacation Packages
Trying to plan a way to package your West Chicago flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® West Chicago vacation packages can help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to West Chicago the best one yet. Our Travel Center is a one-stop shop where you can put together the best West Chicago vacation package for you. We have an incredible selection of flights and hotels, and local things to do to choose from.
West Chicago Hotels
Our listings include accommodations that are close to all the West Chicago points of interest, and others that are just outside the city center for a more restful retreat.
We have great deals on everything from family-friendly resorts that satisfy all the vacation must-haves to affordable accommodations perfect for those on a budget. You can search all the possibilities and choose the lodging that is ideal for you and your family. With AARP Travel Center's West Chicago hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in West Chicago
West Chicago has about 27,447 people that call this city their home. If you needed a break from the hustle of a big city, then you are in the right spot. With West Chicago's burgeoning artistic community and plenty of interest for history buffs you may have a hard time fitting everything into one trip.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Book Together and Save
As an AARP Member, you get to benefit from all the great savings. You can save on select hotels worldwide, flights, and even car rentals. No matter what West Chicago vacation package you select, you can rest easy knowing that you already saved on your trip. The hardest packing you'll have to do is for your suitcase. Book today and get ready for your West Chicago vacation.
Top Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
5460 North River Road Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff ...
Loews Chicago O'Hare Hotel
5300 N River Rd Rosemont IL
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr Naperville IL
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Four Points by Sheraton Chicago O'Hare Airport
10249 Irving Park Road Schiller Park IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Sheraton Suites Chicago O'Hare
6501 N Mannheim Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the helpful ...
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Hyatt Regency Schaumburg Chicago
1800 East Golf Rd Schaumburg IL
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
3001 South Mannheim Road Des Plaines IL
Book a stay at this business-friendly hotel in Des Plaines. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 21 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$88
Roundtrip
found 3 days ago
Mon, Nov 9 - Wed, Nov 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197
Roundtrip
found 1 day ago
Mon, Nov 9 - Wed, Nov 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197
Roundtrip
found 1 day ago
Mon, Nov 9 - Wed, Nov 18
LAX
Los Angeles Intl.
MDW
Midway Intl.
$197
Roundtrip
found 1 day ago
Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$203
Roundtrip
found 3 days ago
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