
Cheap Holidays to Old Town Chicago
- Top deals for trips to Old Town Chicago
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Old Town Chicago
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.

4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
Save 100% on your flight
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.

4.5-star property
Swissotel - Chicago
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
Save 100% on your flight
per person
found 1 day ago
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as 2 bars, a restaurant and a 24-hour gym.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.

4.5-star property
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
per person
found 1 day ago
Our customers tell us they can't get enough of InterContinental Chicago Magnificent Mile by IHG's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and an indoor pool.
Old Town Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.

4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
Save 100% on your flight
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.

4.5-star property
Swissotel - Chicago
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
Save 100% on your flight
per person
found 1 day ago
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as 2 bars, a restaurant and a 24-hour gym.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.

4.5-star property
InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
2 Aug - 9 Aug
7 night stay
Helsinki (HEL) to Chicago (ORD)
Air France • Return • Coach
per person
found 1 day ago
Our customers tell us they can't get enough of InterContinental Chicago Magnificent Mile by IHG's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and an indoor pool.
Best Old Town Chicago hotel deals for your holiday

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €133 per night
€133
12 May - 13 May
includes taxes & fees
4.22 km from Old Town Chicago
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Art Institute of Chicago. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Ilmainen Wi-Fi
Ravintola

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is €176 per night
€176
27 May - 28 May
includes taxes & fees
1.95 km from Old Town Chicago
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
Lemmikkiystävällinen
Ilmainen Wi-Fi

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is €177 per night
€177
27 May - 28 May
includes taxes & fees
2.28 km from Old Town Chicago
The free breakfast at Embassy Suites by Hilton Chicago Downtown River North gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a free manager's reception, plus an indoor pool and a restaurant.
Uima-allas
Aamiainen sisältyy hintaan

Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
The price is €121 per night
€121
27 May - 28 May
includes taxes & fees
2.24 km from Old Town Chicago
Our customers tell us they can't get enough of Warwick Allerton - Chicago's great location. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Enjoy features like a 24-hour gym, a bar and a 24-hour business centre.
Ilmastointi
Kuntosali

The Westin Michigan Avenue Chicago
909 North Michigan Ave, Chicago, IL
The price is €191 per night
€191
26 May - 27 May
includes taxes & fees
1.88 km from Old Town Chicago
Our customers tell us they can't get enough of The Westin Michigan Avenue Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a full-service spa and a restaurant.
Kylpylä
Lemmikkiystävällinen

River Hotel
75 East Wacker Drive, Chicago, IL
The price is €124 per night
€124
27 May - 28 May
includes taxes & fees
2.87 km from Old Town Chicago
Our customers tell us that they can't get enough of the helpful staff at River Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
Lemmikkiystävällinen
Ilmainen Wi-Fi
Don't see what you're looking for?
See all available properties in Old Town Chicago
View all propertiesLowest 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.
Cheap flights to Old Town Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
LAX
Los Angeles
MDW
Chicago
€228 Return, found 6 days ago
€228
Return
found 6 days ago
LAX
Los Angeles
ORD
Chicago
€228 Return, found 6 days ago
€228
Return
found 6 days ago
LAX
Los Angeles
ORD
Chicago
€272 Return, found 6 days ago
€272
Return
found 6 days ago
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^Savings based on all package bookings with Flight + Hotel made on ebookers.fi from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.