Far Southwest Side Holidays from £1,156
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Top Far Southwest Side Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
per person
5 Sept - 11 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The hotel was nice, staff were friendly and the overall stay was excellent and convenient to walk.
Reviewed on 28 Jul 2025
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip.
The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.
Reviewed on 21 Jul 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
per person
7 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The room ended up being quieter than I would have expected since it’s right next to one elevator bank and across the hall from the other. I was told upon check in that they would move me to another room down the hall. When we came back at 4 I was told that there was no note for that request and that there were no more
King rooms. Overall the room was fine, nothing special.
Reviewed on 28 Jul 2025
Where to stay in Far Southwest Side
Find the best Far Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southwest Side
Ashburn
The restaurants and churches are a few reasons travellers visit Ashburn. Though there aren't many top sights in the neighbourhood, you can visit Chicago Ridge Shopping Mall and Balzekas Museum of Lithuanian Culture, a few notable attractions nearby.
Far Southwest Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Top hotels in Far Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £117 per night from 18 Aug to 19 Aug
£117
18 Aug - 19 Aug
includes taxes & fees
7.8/10 Good! (8,992 reviews)
"Hotel was beautiful"
Reviewed on 27 Jul 2025
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is £243 per night from 10 Aug to 11 Aug
£243
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,129 reviews)
Overall a great family hotel
"Great time in Chicago and the hotel made it phenomenal! It’s in a very central location and allows access to all the major tourist attractions within walking distance. We really enjoyed Saturday movie night at the pool!"
Reviewed on 28 Jul 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £126 per night from 17 Aug to 18 Aug
£126
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (2,548 reviews)
"Great area, clean hotel but, parking is expensive. There was no pool."
Reviewed on 27 Jul 2025
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
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
4.5/5(14 reviews)
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Far Southwest Side
Wendella's 90-min Chicago River Architecture Tour
£33
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
£33
per adult
94% of travellers recommend
Frequently asked questions
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