West Town Holidays from £1,253

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Your West Town Holiday

Make travel planning easier by booking a holiday package to West Town. We'll take care of all the details, so you can focus on soaking up everything this neighbourhood has to offer. Kick off your trip to West Town with a visit to nearby attractions such as Millennium Park, Willis Tower and John Hancock Centre. Don't just wish for it — make it a reality! Lock in your perfect West Town holiday with Expedia and get to where you're going your way.

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,718, price is now £1,253 per person
£1,253
per person
2 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Beautiful room. Property upgraded to 2-bedroom. Facilities are great with huge gym. Great stay in Chicago.

Reviewed on 14 Mar 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was £2,278, price is now £1,505 per person
£1,505
per person
1 Jun - 6 Jun
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
it was just perfect! thank you

Reviewed on 22 Mar 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £2,043, price is now £1,494 per person
£1,494
per person
2 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
We only stayed for 1 night but the room was exceptionally clean, smelled fresh, and we had an amazing view! Would highly recommend

Reviewed on 22 Mar 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £1,996, price is now £1,478 per person
£1,478
per person
2 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (3,646 reviews)
Nice room, fun rooftop bar, late to check in, room wasn’t ready but it was St Patty’s day so lots of revelers.

Reviewed on 18 Mar 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was £2,048, price is now £1,543 per person
£1,543
per person
2 May - 7 May
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (2,091 reviews)
Great area, hotel was nice, staff was excellent

Reviewed on 21 Mar 2026

Where to stay in West Town

Find the best West Town areas and neighborhoods for the activities you enjoy most. Learn more about West Town
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in West Town

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £92 per night from 1 Apr to 2 Apr
£92
1 Apr - 2 Apr
includes taxes & fees
8/10 Very Good! (9,982 reviews)
It’s an old hotel. It needs a quality paint job and new carpets in the hallways among many other things. But the lake view rooms makes up for a lot of what’s missing.

Reviewed on 22 Mar 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £137 per night from 6 Apr to 7 Apr
£137
6 Apr - 7 Apr
includes taxes & fees
9.4/10 Exceptional! (3,588 reviews)
it was just perfect! thank you

Reviewed on 22 Mar 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £115 per night from 29 Mar to 30 Mar
£115
29 Mar - 30 Mar
includes taxes & fees
8.6/10 Excellent! (5,765 reviews)
Spent three nights with husband and teenage son over spring break. Young man who checked us in was not friendly, did not mention happy hour, or breakfast. He did not give us any information except room number. Breakfast staff was nice and polite. Recommend getting to breakfast early or there will ...

Reviewed on 22 Mar 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,811 properties in West Town
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a West Town travel package cost?
From as low as £1,253. Yes, you read that right. Our West Town travel packages are a simple way to make your budget last longer. Combine your flights, hotels and rental car and explore this fabulous destination.
If I'm not able to travel, can I cancel my West Town travel package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Locked in your West Town travel package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more details, take a look at our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to West Town?
If you love amazing deals, combine your bookings into a West Town travel package. Whether you need hotels, flights, activities or rental cars, you can book everything in one place. You'll have lots of choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 hotels throughout the world to choose from. Fly with who you want, check in where you like and save precious money — now that's the perfect holiday!
Does Expedia offer Book Now, Pay Later West Town holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book an incredible getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can escape on that well-earned holiday now.
  • Pay in instalments holidays: If you want to pay off your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in West Town?
Make sightseeing easy by staying someplace close to West Town's fantastic attractions. Millennium Park and Wrigley Field are two which top many visitors' bucket lists.
What are the top hotels in West Town?
If it's your first time in West Town, secure a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both hotels will make you feel at home and are favourites among many travellers.
How far in advance should I book my West Town holiday?
Travellers can normally compare international fares on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it's still possible to nab a cheap ticket just weeks before your flight.
What does an Expedia West Town travel package include?
You can choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your airfare class? That's also possible. The choice is yours when it comes to creating your dream West Town trip.
What should I know before booking a West Town travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and score fantastic discounts. You're not limited to hotels, however. Book with us and choose from oceanfront condos, cabins in the mountains and even ranches and treehouses!
Can I choose my airline with a West Town Expedia travel package?
Yes — that's the beauty of an Expedia package. You get to choose. We have access to more than 550 partner airlines around the world, so you have options galore when putting together your West Town getaway.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£19
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£33
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.