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.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,570, price is now €1,257 per person
€1,257
per person
found 3 hours ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
4.5-star property
Pendry Chicago
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,900, price is now €1,398 per person
€1,398
per person
found 3 hours 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 Michigan Avenue. 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.
4.0-star property
The Emily Hotel
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,966, price is now €1,482 per person
€1,482
per person
found 3 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
4.0-star property
Arlo Chicago
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,630, price is now €1,304 per person
€1,304
per person
found 3 hours ago
The sightseeing around Arlo Chicago 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 restaurant and a gym.
Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,570, price is now €1,257 per person
€1,257
per person
found 3 hours ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
4.5-star property
Pendry Chicago
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,900, price is now €1,398 per person
€1,398
per person
found 3 hours 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 Michigan Avenue. 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.
4.0-star property
The Emily Hotel
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,966, price is now €1,482 per person
€1,482
per person
found 3 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
4.0-star property
Arlo Chicago
Downtown Chicago
30 Dec - 6 Jan
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,630, price is now €1,304 per person
€1,304
per person
found 3 hours ago
The sightseeing around Arlo Chicago 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 restaurant and a gym.
Best Chicago hotel deals for your holiday
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is €114 per night
€114
7 Dec - 8 Dec
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
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €192 per night
€192
15 Nov - 16 Nov
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
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is €103 per night
€103
17 Nov - 18 Nov
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 a gym and a business centre.
Lemmikkiystävällinen
Ilmainen Wi-Fi
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is €116 per night
€116
11 Nov - 12 Nov
includes taxes & fees
0.73 km from city centre
The sightseeing around citizenM Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a restaurant and a gym are available.
Ilmainen Wi-Fi
Ravintola
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is €96 per night
€96
7 Dec - 8 Dec
includes taxes & fees
1.21 km from city centre
Our customers tell us that they can't get enough of the sightseeing around Hilton Garden Inn Chicago Downtown/Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant.
Uima-allas
Lemmikkiystävällinen
Aloft Chicago Mag Mile
243 E. Ontario, Chicago, IL
The price is €93 per night
€93
25 Nov - 26 Nov
includes taxes & fees
1.51 km from city centre
Our customers tell us they can't get enough of Aloft Chicago Mag Mile's great location. 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 restaurant.
Uima-allas
Lemmikkiystävällinen
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.
DFW
Dallas
ORD
Chicago
€153 Return, found 4 days ago
€153
Return
found 4 days ago
DFW
Dallas
MDW
Chicago
€206 Return, found 4 days ago
€206
Return
found 4 days ago
DAL
Dallas
ORD
Chicago
€276 Return, found 4 days ago
€276
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.
