Cheap Holidays to Chicago
- Top deals for trips to Chicago
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Chicago
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,085, price is now €1,582 per person
€1,582
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
Level Chicago Fulton Market
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,515, price is now €1,776 per person
€1,776
per person
found 1 day ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a business centre and concierge services are available. This property offers pet-friendly amenities, such as an off-lead area.
4.5-star property
Pendry Chicago
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,735, price is now €2,019 per person
€2,019
per person
found 1 day ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,323, price is now €1,756 per person
€1,756
per person
found 1 day ago
Sports Illustrated Resorts Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe.
4.0-star property
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,190, price is now €1,673 per person
€1,673
per person
found 1 day ago
Our customers tell us they can't get enough of Staypineapple, An Iconic Hotel, The Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. A gym, dry cleaning service and a meeting room are available. This property offers pet-friendly amenities, such as food and water bowls.
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
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,085, price is now €1,582 per person
€1,582
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
Level Chicago Fulton Market
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,515, price is now €1,776 per person
€1,776
per person
found 1 day ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a business centre and concierge services are available. This property offers pet-friendly amenities, such as an off-lead area.
4.5-star property
Pendry Chicago
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,735, price is now €2,019 per person
€2,019
per person
found 1 day ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,323, price is now €1,756 per person
€1,756
per person
found 1 day ago
Sports Illustrated Resorts Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe.
4.0-star property
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
24 Jun - 1 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
British Airways • Return • Coach
Price was €2,190, price is now €1,673 per person
€1,673
per person
found 1 day ago
Our customers tell us they can't get enough of Staypineapple, An Iconic Hotel, The Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. A gym, dry cleaning service and a meeting room are available. This property offers pet-friendly amenities, such as food and water bowls.
Best Chicago hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is €115 per night
€115
26 Apr - 27 Apr
includes taxes & fees
0.69 km from city centre
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 Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Ilmainen Wi-Fi
Ravintola
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
The price is €113 per night
€113
26 Apr - 27 Apr
includes taxes & fees
1.57 km from city centre
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.
Lemmikkiystävällinen
Ilmainen Wi-Fi
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
The price is €107 per night
€107
29 Apr - 30 Apr
includes taxes & fees
0.3 km from city centre
Our customers tell us they can't get enough of Club Quarters Hotel, Central Loop, Chicago's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Lemmikkiystävällinen
Ilmainen Wi-Fi
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is €129 per night
€129
26 Apr - 27 Apr
includes taxes & fees
2.17 km from city centre
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 an indoor pool and a gym.
Uima-allas
Lemmikkiystävällinen
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is €142 per night
€142
26 Apr - 27 Apr
includes taxes & fees
1.47 km from city centre
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.
Aamiainen sisältyy hintaan
Ilmainen Wi-Fi
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is €138 per night
€138
26 Apr - 27 Apr
includes taxes & fees
1.33 km from city centre
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
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.
Cheap flights to Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
LGA
New York
ORD
Chicago
€177 Return, found 4 days ago
€177
Return
found 4 days ago
JFK
New York
ORD
Chicago
€207 Return, found 4 days ago
€207
Return
found 4 days ago
LGA
New York
ORD
Chicago
€229 Return, found 4 days ago
€229
Return
found 4 days ago
Chicago neighborhoods
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Plan your trip to Chicago
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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.