Glenwood Holidays from £1,007
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Your Glenwood Holiday
Lock in a Glenwood holiday package and get ready to experience this amazing city the easy way. Think about staying in the neighbourhood of South Deering, which is good for golfing and nature. Fill up your itinerary with tours of Coyote Run Golf Course, River Oaks Centre and Ravisloe Country Club, some of the things you really should see during a trip to Glenwood. Stop daydreaming and start doing. Explore the multitude of options on Expedia today and finally put your Glenwood holiday plans into motion!
Top Glenwood Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was £1,321, price is now £1,007 per person
£1,007
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
The staff were extremely impressed and helpful. Help me with restaurant choices, where to go for tours. Only thing I regretted was not packing the proper clothes for the chance of weather. It was my personal birthday present to me and I did enjoyed myself.
Reviewed on 24 Apr 2026
Level Chicago Fulton Market
Downtown Chicago
Price was £1,810, price is now £1,241 per person
£1,241
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great staff, full kitchen and living room, good location, friendly people, safe. I would stay here again.
Reviewed on 23 Apr 2026
Swissotel - Chicago
Downtown Chicago
Price was £1,793, price is now £1,244 per person
£1,244
per person
16 Jun - 21 Jun
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,266 reviews)
Really good spot and location. Staff was super helpful and nice.
Reviewed on 22 Apr 2026
Hilton Chicago
Downtown Chicago
Price was £1,495, price is now £1,125 per person
£1,125
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (2,742 reviews)
Staff were nice. Hotel was at maximum capacity per security and it just felt overwhelming and claustrophobic at times.
Reviewed on 22 Apr 2026
Holiday Inn Express Chicago - Magnificent Mile by IHG
Downtown Chicago
Price was £1,431, price is now £1,113 per person
£1,113
per person
9 Jul - 15 Jul
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (1,018 reviews)
Clean comfortable room , staff helpful, breakfast standard and location good
Reviewed on 24 Apr 2026
Glenwood Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Midway Intl. Airport (MDW) |
Population | 9,000 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Odyssey Fun World, Midwest Carvers Museum and William W. Powers State Recreation Area |
Top hotels in Glenwood
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £91 per night from 8 May to 9 May
£91
8 May - 9 May
includes taxes & fees
8/10 Very Good! (1,842 reviews)
Room was clean. Neighborhood not the best but not unsafe
Reviewed on 24 Apr 2026
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is £106 per night from 10 May to 11 May
£106
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
Clean room, great parking
Reviewed on 23 Apr 2026
Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is £108 per night from 12 May to 13 May
£108
12 May - 13 May
includes taxes & fees
8.4/10 Very Good! (1,299 reviews)
Great options for the breakfast. Bed was nice and firm and a nice space to move about the room with four people. The pool was nice and large and a great gym.
Reviewed on 23 Apr 2026
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.
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* 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.
