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

3.0-star property
Comfort Inn & Suites Arlington Heights - Schaumburg
7 Jun - 14 Jun
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Comfort Inn & Suites Arlington Heights - Schaumburg. During your stay, you're just a quick walk from OSHA Training Institute. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.

4.0-star property
Ambassador Hotel Chicago
Downtown Chicago
7 Jun - 14 Jun
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Chicago Hotel Collection Ambassador Gold Coast. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, a restaurant and a 24-hour gym are available. This property offers pet-friendly amenities, such as food and water bowls.
Downtown Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Comfort Inn & Suites Arlington Heights - Schaumburg
7 Jun - 14 Jun
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Comfort Inn & Suites Arlington Heights - Schaumburg. During your stay, you're just a quick walk from OSHA Training Institute. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.

4.0-star property
Ambassador Hotel Chicago
Downtown Chicago
7 Jun - 14 Jun
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Chicago Hotel Collection Ambassador Gold Coast. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, a restaurant and a 24-hour gym are available. This property offers pet-friendly amenities, such as food and water bowls.
Best Downtown Chicago hotel deals for your holiday

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is €154 per night
€154
includes taxes & fees
30 Apr - 1 May
0.76 km from Downtown 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

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €148 per night
€148
includes taxes & fees
1 May - 2 May
1.26 km from Downtown 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 €165 per night
€165
includes taxes & fees
11 May - 12 May
1.65 km from Downtown 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

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
The price is €207 per night
€207
includes taxes & fees
2 May - 3 May
0.83 km from Downtown Chicago
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.
Kylpylä
Lemmikkiystävällinen

River Hotel
75 East Wacker Drive, Chicago, IL
The price is €123 per night
€123
includes taxes & fees
26 May - 27 May
0.36 km from Downtown 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

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
The price is €126 per night
€126
includes taxes & fees
27 May - 28 May
1.58 km from Downtown Chicago
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Chicago West Loop by IHG. During your stay, you're just a quick walk from University of Illinois Chicago. Features include free WiFi in public areas, plus a restaurant and a gym.
Lemmikkiystävällinen
Ilmainen Wi-Fi
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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 Downtown Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
LAX
Los Angeles
MDW
Chicago
€223 Return, found 5 days ago
€223
Return
found 5 days ago
LAX
Los Angeles
ORD
Chicago
€223 Return, found 5 days ago
€223
Return
found 5 days ago
LAX
Los Angeles
ORD
Chicago
€239 Return, found 5 days ago
€239
Return
found 5 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.