Deals on vacations and trips to West Town

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West Town flight + hotel vacation packages

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
per person
Jun 28 - Jun 30
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 23 - May 26
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 21 - May 28
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the gym, poolside bar, and concierge services.
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 21 - May 28
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Self parking, a business center, and express check-out are also offered.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 23 - May 26
Roundtrip flight included
Dallas (DFW) 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.
Prices and availability subject to change. Additional terms may apply.

Top West Town hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
Apr 28 - Apr 29
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $129 per night
$129
per night
Apr 21 - Apr 22
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $160 per night
$160
per night
Apr 21 - Apr 22
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.
Spa
Parking available
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $91 per night
$91
per night
Apr 21 - Apr 22
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a lobby fireplace, and a communal living room are also offered.
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
$119
per night
Apr 21 - Apr 22
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free Cancellation
The price is $199 per night
$199
per night
Apr 21 - Apr 22
This historic hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. You'll appreciate the steam room, bar/lounge, and coffee shop.
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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.

Popular places to visit

Image for Humboldt Park

Humboldt Park

3.5/5(2 reviews)

Explore the great outdoors at Humboldt Park, a lovely green space in Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Humboldt Park
Image for Milwaukee Avenue

Milwaukee Avenue

You can enjoy retail therapy at Milwaukee Avenue during your visit to Chicago. Experience the live music and theater scene in this vibrant area.

Milwaukee Avenue
Image for The Salt Shed

The Salt Shed

You can get tickets for a performance at The Salt Shed during your stay in Chicago. Experience the live music and theater scene in this vibrant area.

The Salt Shed

Frequently asked questions

How much are vacation packages to West Town?
$556 is all you need to spend for an amazing break in West Town. Bundle your hotel and flights into a Travelocity vacation package and see the savings start to pile up. With such good prices, you’ll want to start packing your suitcase now!
Where can I get the best vacation package deals for West Town?
Travelocity can help you find a terrific West Town package deal. With 400 air carriers and 1,000,000 properties across the world, there’s no doubt you’ll find the perfect combination.
Why should I book my West Town vacation package with Travelocity?
Because life is one incredible journey, and we have everything you need to get you on your way. With our top-quality service and Price Match Guarantee, you can book with confidence. What’s more, you can sleep easy while you’re away knowing we’ve got your back with our 24/7 customer support.
Will I save money on my West Town car rental if I bundle it with my hotel or flight?
Absolutely — and booking one of our West Town vacation packages is an excellent way to go about this. Bundle any combination of a hotel, flight, car and experience and get access to great discounts. The more you bundle, the more you save. There are plenty of impressive sights in and around West Town to put on your itinerary, including Six Flags Great America (35 mi from West Town). Nothing beats exploring thrilling places like this with the freedom of your own wheels.
What is the best time of year to go to West Town?
February, March and April is high season here, while June, July and December are more quiet. If your budget is your first consideration, avoid visiting in as it’s generally the dearest time. The cheapest month to visit is .
What is there to do in West Town?
Humboldt Park and Milwaukee Avenue have enthralled many travelers. Cross these places off your must-see list and see what the hype is about.