Search Apartments in Historic Route 66

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Our top choices for Historic Route 66 apartments

Ground-Floor Forest Park Studio | Parking, Washer/Dryer & Fast Wi-Fi

Ground-Floor Forest Park Studio | Parking, Washer/Dryer & Fast Wi-Fi
Maplewood
9.0 out of 10, Wonderful, (2)
"There were parks and streets that I walked my dog but there was no enclosed pet area as listed.Otherwise the place was exactly as listed and convenient location. Nice neighborhood, nice place."
United States
ann r.
The price is €143
includes taxes & fees
28 Dec - 29 Dec
Ground-Floor Forest Park Studio | Parking, Washer/Dryer & Fast Wi-Fi

Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit
Downtown Chicago
10.0 out of 10, Exceptional, (5)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is €145
includes taxes & fees
4 Jan - 5 Jan 2026
Gold Coast Living: Modern Studio Unit

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is €148
includes taxes & fees
4 Jan - 5 Jan 2026
West Loop Living – Bright 1BR

Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is €148
includes taxes & fees
4 Jan - 5 Jan 2026
Sleek 1BR Apt w/ Laundry

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is €148
includes taxes & fees
6 Jan - 7 Jan 2026
Sun-Drenched 1BR Apartment

The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home
Downtown Chicago
8.4 out of 10, Very good, (5)
"Very nice condo in a quiet neighborhood"
Canada
Patrick
The price is €148
includes taxes & fees
7 Jan - 8 Jan 2026
The One: A 1BR Stay That Feels Like Home

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"The host communicated everything very well. The short videos sent giving info about all the things you'd need to know were super helpful!"
United States
Laurie A.
The price is €332
includes taxes & fees
30 Dec - 31 Dec
Modern West Loop Gem-City Views & Prime Location 3

Stylish 1BR in West Loop

Stylish 1BR in West Loop
Downtown Chicago
10.0 out of 10, Exceptional, (10)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is €148
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish 1BR in West Loop

Your Chicago get Away

Your Chicago get Away
Downtown Chicago
8.4 out of 10, Very good, (8)
"Clean, simple space close to the parks at the waterfront (Millennium, Grant, etc) and several spots for coffee. A bit of an odd building location (it's in a dorm tower with a laundry space next door! Not noisy tho) but easy to access at all hours, nice view as pictured."
United States
Pip M.
The price is €340
includes taxes & fees
22 Dec - 23 Dec
Your Chicago get Away

Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space
Downtown Chicago
9.6 out of 10, Exceptional, (15)
"The neighborhood was so clean and quiet. Friendly neighbors. Perfect location, not far from everything downtown. "
United States
Shederia P.
The price is €207
includes taxes & fees
4 Jan - 5 Jan 2026
Twice as Nice: Chic 2BR Stay with Style & Space

River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (4)
"The property was exactly as advertised; clean, good neighborhood, and the views of the city were great. The private outdoor patio access was fantastic."
United States
Rich G.
The price is €577
includes taxes & fees
26 Dec - 27 Dec
River North Private Deck With In and Out Parking

Modern West Loop Gem-City Views & Prime Location 4

Modern West Loop Gem-City Views & Prime Location 4
2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (2)
"Amazing accommodation"
United States
Jiri N.
The price is €363
includes taxes & fees
1 Jan - 2 Jan 2026
Modern West Loop Gem-City Views & Prime Location 4

Modern West Loop Gem-City Views & Prime Location 5

Modern West Loop Gem-City Views & Prime Location 5
2.0 star property
Downtown Chicago
8.0 out of 10, Very good, (1)
"Great location, plenty of space and clean home. "
United States
Brittany T.
The price is €324
includes taxes & fees
29 Dec - 30 Dec
Modern West Loop Gem-City Views & Prime Location 5

The Courtyard Suite, Pool is open May to August

The Courtyard Suite, Pool is open May to August
Joplin
9.0 out of 10, Wonderful, (25)
"The Courtyard was so peaceful and cozy that I didn't want to come home!"
United States
Amy
The price is €121
includes taxes & fees
22 Dec - 23 Dec
The Courtyard Suite, Pool is open May to August

Cozy 2-bedroom apartment in Bradley with AC, WiFi, free parking, streaming TV

Cozy 2-bedroom apartment in Bradley with AC, WiFi, free parking, streaming TV
Bradley
10.0 out of 10, Exceptional, (20)
"We've already talked about staying here again next year."
United States
Ashley F.
The price is €149
includes taxes & fees
21 Jan - 22 Jan 2026
Cozy 2-bedroom apartment in Bradley with AC, WiFi, free parking, streaming TV

Stylish South City King 1BR Apt

Stylish South City King 1BR Apt
2.0 star property
Marine Villa
10.0 out of 10, Exceptional, (9)
"Great location, great accommodations, great host."
United States
Scott W.
The price is €156
includes taxes & fees
22 Dec - 23 Dec
Stylish South City King 1BR Apt

Cozy Studio in Heart of OKC Plaza District!

Cozy Studio in Heart of OKC Plaza District!
3.0 star property
Central Oklahoma City
10.0 out of 10, Exceptional, (1)
"We even left something behind, and they were happy to coordinate the forwarding. Very above and beyond."
United States
Kevin
The price is €101
includes taxes & fees
28 Dec - 29 Dec
Cozy Studio in Heart of OKC Plaza District!

Cozy studio located in small town America, Bunker Hill, IL.

Cozy studio located in small town America, Bunker Hill, IL.
Bunker Hill
10.0 out of 10, Exceptional, (14)
"Great location, felt like it was home "
United States
Dawn L.
The price is €110
includes taxes & fees
22 Dec - 23 Dec
Cozy studio located in small town America, Bunker Hill, IL.

Charming Farmhouse Loft with access to hot tub.

Charming Farmhouse Loft with access to hot tub.
3.5 star property
Claremore
10.0 out of 10, Exceptional, (17)
"Wonderful stay"
United States
Kathryn
The price is €88
includes taxes & fees
26 Dec - 27 Dec
Charming Farmhouse Loft with access to hot tub.

Top of Geyer apartment

Top of Geyer apartment
Soulard
9.8 out of 10, Exceptional, (43)
"Convenient location "
United States
julie s.
The price is €165
includes taxes & fees
22 Dec - 23 Dec
Top of Geyer apartment
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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Top Historic Route 66 Hotel Reviews

Find out more about Historic Route 66

Historic Route 66 Apartments information

Number of reviews
179
Accommodation
39 Apartments
Lowest Price
€88
Highest Price
€577