Armour Square Holidays from £1,257

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Your Armour Square Holiday

From its history to its cafes and dining, there are tons of fabulous reasons to book a holiday package to Armour Square. When you want to escape the everyday, this commercial neighbourhood is calling your name. Not sure what to do and see during your trip to Armour Square? Nearby attractions such as Willis Tower, Art Institute of Chicago and University of Illinois Chicago are good places to start. Stop daydreaming and start doing. When it's time to lock in your next holiday to Armour Square, Expedia is here to help.

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 £1,872, price is now £1,257 per person
£1,257
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on 10 Jul 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,339, price is now £1,467 per person
£1,467
per person
12 Sept - 18 Sept
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Staff was very friendly and helpful. Room was clean. Free coffee and fruit in the AM.

Reviewed on 9 Jul 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Save 100% on your flight
Price was £2,144, price is now £1,404 per person
£1,404
per person
11 Sept - 18 Sept
found 7 hours ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)
Loved the size of our room and how clean it was.

Reviewed on 9 Jul 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,134, price is now £1,406 per person
£1,406
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on 9 Jul 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £1,951, price is now £1,320 per person
£1,320
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Amazing and beautiful hotel with caring and helpful staff!

Reviewed on 8 Jul 2026

Where to stay in Armour Square

Find the best Armour Square areas and neighborhoods for the activities you enjoy most. Learn more about Armour Square
A busy city street with tall buildings, a bus, and cars.

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 Armour Square

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is £136 per night from 27 Jul to 28 Jul
£136
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,730 reviews)
"Great location, super helpful and enthusiastic staff. Nice historical atmosphere with a modern vibe"

Reviewed on 10 Jul 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £223 per night from 26 Jul to 27 Jul
£223
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,900 reviews)
"Great hotel"

Reviewed on 10 Jul 2026

Omni Chicago Hotel
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 £168 per night from 10 Aug to 11 Aug
£168
10 Aug - 11 Aug
includes taxes & fees
8/10 Very good! (10,223 reviews)
"Everything was great!"

Reviewed on 10 Jul 2026

Congress Plaza Hotel
See all 4,484 properties in Armour Square
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
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does an Armour Square travel package cost?
Starting from an incredible £1,257, you can customize your Armour Square package. Simply bundle hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Armour Square travel package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Armour Square travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.
How do I get a cheap travel package to Armour Square?
It's easy. Just bundle. Hotels, rental cars and flights — combine whatever you need into an Armour Square travel package and save. Score even better deals when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to customize your holiday your way. We offer more than 550 airlines and 1,000,000 properties worldwide, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Armour Square holidays?
Expedia has teamed up with online lender Klarna to make your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that work for all types of budgets, so you can lock in that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option with 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, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Armour Square?
Take the leg work out of sightseeing by staying someplace close to Armour Square's iconic attractions. Millennium Park and Wrigley Field are two visitor favourites.
What are the top hotels in Armour Square?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are a couple of the most sought-after hotels in Armour Square. Why not check out the facilities and amenities at each and then make a decision?
How far in advance should I book my Armour Square holiday?
Travellers are normally able to look up international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Armour Square travel package include?
With Expedia, you can choose a combination of flights, hotels and car rentals to build your ideal Armour Square package. Once you've made your booking, you can add on the fun things like tours and activities. Remember — the more you bundle, the more discounts you'll get!
What should I know before booking an Armour Square travel package?
You'll land impressive savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste your money or time? Whether you're organising an upscale romantic escape or a budget family adventure, take a look at our package deals today.
Can I choose my airline with an Armour Square Expedia travel package?
Definitely. Expedia has over 550 airline partners to select from globally. With so much choice, finding the ideal carrier to whisk you away to Armour Square will be a cinch.

Stay near popular Armour Square attractions

A baseball stadium with advertisements, including 'xfinity' and 'proven IT'.

Rate Field

8.6/10 (235 reviews)
Catch an event at Rate Field during your trip to Chicago. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£19
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£31
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.