Second City Hotels, Resorts, and Rentals

Compare HOTELS, RESORTS, AND RENTALS in Second City, Chicago, Illinois, USA

From ZA R10,788 per night
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9.4 (247 Reviews)
313 Bedrooms 42 Guests
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9.6 (1003 Reviews)
1 Bedroom 2 Guests
10.0 (3 Reviews)
4 Bedrooms 10 Guests
10.0 (14 Reviews)
2 Bedrooms 6 Guests
From ZA R9,170 per night
|
9.3 (359 Reviews)
567 Bedrooms 68 Guests
From ZA R12,462 per night
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9.6 (1002 Reviews)
1 Bedroom 2 Guests
From ZA R21,411 per night
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10.0 (2 Reviews)
1 Bedroom 2 Guests
From ZA R2,054 per night
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9.3 (100 Reviews)
17 Bedrooms 52 Guests
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9.6 (351 Reviews)
1 Bedroom 2 Guests
From ZA R7,811 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
From ZA R4,220 per night
|
9.2 (1206 Reviews)
191 Bedrooms 43 Guests
From ZA R5,350 per night
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9.6 (166 Reviews)
1 Bedroom 2 Guests
From ZA R6,894 per night
10.0 (1 Review)
1 Bedroom 2 Guests
From ZA R11,988 per night
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9.2 (121 Reviews)
235 Bedrooms 50 Guests
From ZA R2,541 per night
9.6 (19 Reviews)
1 Bedroom 2 Guests
From ZA R2,406 per night
10.0 (1 Review)
1 Bedroom 2 Guests
From ZA R9,522 per night
|
9.2 (86 Reviews)
171 Bedrooms 48 Guests
From ZA R5,035 per night
9.6 (5 Reviews)
1 Bedroom 2 Guests
From ZA R3,951 per night
|
9.1 (4858 Reviews)
378 Bedrooms 17 Guests
9.6 (4 Reviews)
1 Bedroom 2 Guests
|
9.1 (1458 Reviews)
324 Bedrooms 69 Guests
From ZA R3,685 per night
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9.4 (3864 Reviews)
1 Bedroom 2 Guests
From ZA R21,403 per night
|
9.1 (685 Reviews)
117 Bedrooms 17 Guests
From ZA R6,458 per night
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9.4 (3409 Reviews)
1 Bedroom 2 Guests
From ZA R3,702 per night
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9.1 (495 Reviews)
160 Bedrooms 21 Guests
|
9.4 (3345 Reviews)
1 Bedroom 2 Guests
|
9.1 (223 Reviews)
8 Bedrooms 22 Guests
|
9.4 (2919 Reviews)
1 Bedroom 2 Guests
From ZA R21,662 per night
|
9.1 (211 Reviews)
45 Bedrooms 6 Guests
From ZA R4,029 per night
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9.4 (2293 Reviews)
1 Bedroom 2 Guests
From ZA R2,002 per night
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9.1 (119 Reviews)
22 Bedrooms 12 Guests
|
9.4 (2144 Reviews)
1 Bedroom 2 Guests
|
9.0 (2186 Reviews)
169 Bedrooms 14 Guests
|
9.4 (2137 Reviews)
1 Bedroom 2 Guests
From ZA R5,136 per night
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9.0 (1360 Reviews)
400 Bedrooms 60 Guests
From ZA R4,240 per night
|
9.4 (1902 Reviews)
1 Bedroom 2 Guests
From ZA R3,949 per night
|
9.0 (775 Reviews)
20 Bedrooms 12 Guests
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9.4 (1658 Reviews)
1 Bedroom 2 Guests
From ZA R4,235 per night
|
9.0 (437 Reviews)
109 Bedrooms 34 Guests
From ZA R5,986 per night
|
9.4 (1545 Reviews)
1 Bedroom 2 Guests
|
9.0 (230 Reviews)
262 Bedrooms 28 Guests
From ZA R4,470 per night
|
9.4 (1335 Reviews)
1 Bedroom 2 Guests
From ZA R2,807 per night
|
8.9 (4259 Reviews)
260 Bedrooms 4 Guests
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9.4 (1143 Reviews)
1 Bedroom 2 Guests
From ZA R5,696 per night
|
8.9 (1377 Reviews)
365 Bedrooms 59 Guests
From ZA R7,978 per night
|
9.4 (1115 Reviews)
1 Bedroom 2 Guests
|
8.9 (1108 Reviews)
219 Bedrooms 38 Guests
From ZA R5,166 per night
|
9.4 (1020 Reviews)
1 Bedroom 2 Guests
|
8.9 (1062 Reviews)
122 Bedrooms 32 Guests
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9.4 (1011 Reviews)
1 Bedroom 2 Guests
|
8.9 (914 Reviews)
452 Bedrooms 46 Guests
From ZA R10,739 per night
|
9.4 (1002 Reviews)
1 Bedroom 2 Guests
|
8.9 (502 Reviews)
203 Bedrooms 34 Guests
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9.4 (1002 Reviews)
1 Bedroom 2 Guests
|
8.8 (456 Reviews)
417 Bedrooms 60 Guests
9.4 (61 Reviews)
1 Bedroom 2 Guests
From ZA R12,664 per night
|
9.8 (1012 Reviews)
1 Bedroom 2 Guests
10.0 (9 Reviews)
1 Bedroom 4 Guests
From ZA R6,114 per night
8.8 (392 Reviews)
47 Bedrooms 24 Guests
|
9.4 (37 Reviews)
1 Bedroom 2 Guests
From ZA R11,899 per night
|
9.8 (1011 Reviews)
1 Bedroom 2 Guests
From ZA R3,255 per night
10.0 (9 Reviews)
1 Bedroom 2 Guests
From ZA R3,637 per night
|
8.8 (358 Reviews)
273 Bedrooms 41 Guests
9.4 (17 Reviews)
1 Bedroom 2 Guests
From ZA R5,270 per night
|
9.6 (2962 Reviews)
1 Bedroom 2 Guests
From ZA R6,827 per night
8.8 (255 Reviews)
99 Bedrooms 28 Guests
|
9.2 (2070 Reviews)
1 Bedroom 2 Guests
|
9.6 (1032 Reviews)
1 Bedroom 2 Guests
From ZA R4,511 per night
|
8.8 (188 Reviews)
208 Bedrooms 34 Guests
From ZA R5,296 per night
|
9.2 (1903 Reviews)
1 Bedroom 2 Guests
|
8.8 (164 Reviews)
231 Bedrooms 34 Guests

About Second City Vacation Rentals

There are more than 3692 places to stay in Second City that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Second City.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Second City, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Second City. Places to stay near Second City are 765.25 ft² on average, with prices averaging ZA R7,904 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Second City with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Frequently Asked Questions About Second City?

What are the top hotels or resorts in Second City?

You have a lot of choices in or near Second City. If you need a hotel in the Second City area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Second City:

How many hotels, resorts, or rentals are available in Second City?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 3692 in the Second City area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Second City.

Nearby Neighborhood (12)

Neighborhood Property Count
Downtown Chicago Hotel & Resort Deals in Chicago, Illinois 1639
The Loop Hotel & Resort Deals in Chicago, Illinois 749
Near North Side Hotel & Resort Deals in Chicago, Illinois 690
South Loop Hotel & Resort Deals in Chicago, Illinois 368
River North Hotel & Resort Deals in Chicago, Illinois 355
Lakeview Hotel & Resort Deals in Chicago, Illinois 264
West Loop Hotel & Resort Deals in Chicago, Illinois 200
Lincoln Park Hotel & Resort Deals in Chicago, Illinois 154
Hyde Park Hotel & Resort Deals in Chicago, Illinois 107
O'Hare Hotel & Resort Deals in Chicago, Illinois 67
Gold Coast Hotel & Resort Deals in Chicago, Illinois 42
Magnificent Mile Hotel & Resort Deals in Chicago, Illinois 4128