West Town Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
West Town Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
Jul 30 - Aug 4
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star 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.
Kimpton Gray Hotel by IHG
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
Save 100% on your flight
per person
Jul 30 - Aug 4
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
per person
Jul 30 - Aug 4
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Top Hotel Deals
Stay 424 Hostel
1415 Ashland Ave, Chicago, IL
1.04 km from West Town
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour business center, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular ...
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
5.19 km from West Town
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
4.54 km from West Town
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
4.5 km from West Town
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
The Westin Michigan Avenue Chicago
909 North Michigan Ave, Chicago, IL
4.34 km from West Town
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy, Chicago, IL
4.01 km from West Town
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Fairmont Chicago at Millennium Park
200 North Columbus Drive, Chicago, IL
4.88 km from West Town
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
3.77 km from West Town
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
4.96 km from West Town
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
4.1 km from West Town
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
Freehand Chicago
19 East Ohio Street, Chicago, IL
4.18 km from West Town
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
River Hotel
75 East Wacker Drive, Chicago, IL
4.45 km from West Town
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
17.55 km from West Town
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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.
Tue, Jun 24 - Mon, Jul 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Tue, Jun 24 - Mon, Jul 7
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Thu, Jun 12 - Sat, Jun 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Thu, Jun 12 - Tue, Jun 17
LAX
Los Angeles Intl.
MDW
Midway Intl.
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Best points of interest in Chicago
- The Salt Shed Vacations
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More Types of Hotels
- Hotels with Air Conditioning in West Town
- Smoke Free Hotels in West Town
- Hotels with WiFi in West Town
- Hotel with wifi in West Town
- Family Hotels in West Town
- Hotels with Bars in West Town
- Beach Hotels in West Town
- Hotels with Balconies in West Town
- Hotels with Complimentary Breakfast in West Town
- Pet-friendly Hotels in West Town
- Hotels with a Pool in West Town
- Hotels with Fireplaces in West Town
- Hotel with a Concierge in West Town
- Cheap Hotels in West Town
- Luxury Hotels in West Town
- Hotels with Hot Tubs in West Town
- Resorts & Hotels with Spas in West Town