Deals on vacations and trips to West Town

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West Town flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $754, price is now $496 per person
$496
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,060, price is now $648 per person
$648
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,701, price is now $1,073 per person
$1,073
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,281, price is now $840 per person
$840
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,814, price is now $1,206 per person
$1,206
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Top West Town hotels deals

STAY

STAY

2 out of 5
1415 Ashland Ave Chicago IL
$97 nightly
The price is $108 total per night
$108 total
Sep 23 - Sep 24
Total with taxes and fees
This hostel features free WiFi in public areas, laundry facilities, and concierge services. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space.
Free WiFi
Air conditioning
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
$109 nightly
The price is $130 total per night
$130 total
Sep 8 - Sep 9
Total with taxes and fees
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.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $170 total per night
$170 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Get rates
A gym, self parking, and a virtual front desk are featured at this aparthotel. WiFi in public areas is free. A convenience store and luggage storage are also provided.
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $176 total per night
$176 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and valet parking. Enjoy the free continental breakfast each morning. Express check-in, express check-out, and a computer station are also on offer.
Breakfast included
Pet friendly
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $230 total per night
$230 total
Sep 7 - Sep 8
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
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See all available properties in West Town
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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.

Stay near popular West Town attractions

A riverside path with a stone edge, lush greenery, and yellow flowers.

Humboldt Park

7.0/10 (2 reviews)
Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and fascinating museums in this vibrant area.
See properties

Frequently asked questions

How much are vacation packages to West Town?
Travelocity has package deals to West Town, including hotels and flights, starting at just $496. With the money you save, you could throw in some cool tours or possibly add a couple of extra days to your vacation.
Where can I get the best vacation package deals for West Town?
Travelocity is the place to go to score an awesome West Town package deal. Select from as many as 400 airlines and 1,000,000 properties all over the globe and put together a travel itinerary that's perfect for you. With so many options at hand, it's easy to plan your next big getaway.
Why should I purchase my West Town vacation package with Travelocity?
We've got 24/7 support, exceptional service and a Price Match Guarantee. Travel is all about the journey — and we have incredible destinations for you to journey to in every nook and cranny of the globe. Roam with us and make your hip pocket happy.
Will I save money on my West Town car rental if I book it with hotels and flights?
Sure can — and booking one of our West Town vacation packages is the perfect way to go about this. Bundle any combination of a car, hotel, flight and experience and score great discounts. The more you book, the more you save. There are loads of impressive sights in West Town to put on your to-do list, including Six Flags Great America (35 mi from West Town). Nothing beats discovering thrilling places like this with the freedom of your own rental car.
What is there to do in West Town?
Humboldt Park and Milwaukee Avenue are popular with many travelers. Cross these places off your West Town itinerary and discover what the buzz is about.

Photos of local treasures

Browse West Town vacation photos for more inspiration

A train at a station with a cityscape in the background.
A cityscape at dusk with a sunset over the skyline, illuminated streets, and a large stadium.
Skyscrapers in downtown
A city skyline with a prominent church and several skyscrapers.
A nighttime cityscape with illuminated buildings and a river.