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
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'092, price is now CHF 783 per person
CHF 783
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
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CHF 1'600, price is now CHF 1'028 per person
CHF 1'028
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.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Roundtrip • Coach
Save 100% on your flight
Price was CHF 1'808, price is now CHF 1'257 per person
CHF 1'257
per person
found 7 hours ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Navy Pier. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
The Talbott, Autograph Collection
Downtown Chicago
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Roundtrip • Coach
Price was CHF 1'456, price is now CHF 1'017 per person
CHF 1'017
per person
found 7 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Talbott, Autograph Collection. 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 restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
31 Oct - 5 Nov
5 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'198, price is now CHF 843 per person
CHF 843
per person
found 1 day ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 47 apartments. Each apartment offers free WiFi and a kitchen.
Chicago Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
5 Oct - 9 Oct
4 night stay
Zürich (ZRH) to Chicago (ORD)
LOT-Polish Airlines • Non-stop roundtrip • Coach
Price was CHF 1'406, price is now CHF 1'093 per person
CHF 1'093
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 Saint Clair- Magnificent Mile
Downtown Chicago
5 Oct - 9 Oct
4 night stay
Zürich (ZRH) to Chicago (ORD)
LOT-Polish Airlines • Non-stop roundtrip • Coach
Price was CHF 1'542, price is now CHF 1'155 per person
CHF 1'155
per person
found 1 day ago
Our customers tell us they can't get enough of Hotel Saint Clair- Magnificent Mile'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 restaurant and a 24-hour gym.
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
5 Oct - 9 Oct
4 night stay
Zürich (ZRH) to Chicago (ORD)
LOT-Polish Airlines • Non-stop roundtrip • Coach
Price was CHF 1'696, price is now CHF 1'283 per person
CHF 1'283
per person
found 1 day ago
During your stay at Level Chicago Fulton Market, you'll be within walking distance of Chicago Riverwalk. Free WiFi in public areas, a gym and a business centre are available. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
5 Oct - 9 Oct
4 night stay
Zürich (ZRH) to Chicago (ORD)
LOT-Polish Airlines • Non-stop roundtrip • Coach
Price was CHF 1'849, price is now CHF 1'400 per person
CHF 1'400
per person
found 1 day ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 47 apartments. Each apartment offers free WiFi and a kitchen.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
5 Oct - 9 Oct
4 night stay
Zürich (ZRH) to Chicago (ORD)
LOT-Polish Airlines • Non-stop roundtrip • Coach
Price was CHF 1'997, price is now CHF 1'547 per person
CHF 1'547
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 Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
Chicago Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
31 Oct - 5 Nov
5 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 951, price is now CHF 717 per person
CHF 717
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
31 Oct - 5 Nov
5 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'304, price is now CHF 875 per person
CHF 875
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.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
31 Oct - 5 Nov
5 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'198, price is now CHF 843 per person
CHF 843
per person
found 1 day ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 47 apartments. Each apartment offers free WiFi and a kitchen.
4.0-star property
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
31 Oct - 5 Nov
5 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'026, price is now CHF 748 per person
CHF 748
per person
found 1 day ago
Our customers tell us they can't get enough of Hotel Saint Clair- Magnificent Mile'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 restaurant and a 24-hour gym.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
31 Oct - 5 Nov
5 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'171, price is now CHF 893 per person
CHF 893
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 Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
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
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'092, price is now CHF 783 per person
CHF 783
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
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CHF 1'600, price is now CHF 1'028 per person
CHF 1'028
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.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Roundtrip • Coach
Save 100% on your flight
Price was CHF 1'808, price is now CHF 1'257 per person
CHF 1'257
per person
found 7 hours ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Navy Pier. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
The Talbott, Autograph Collection
Downtown Chicago
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Roundtrip • Coach
Price was CHF 1'456, price is now CHF 1'017 per person
CHF 1'017
per person
found 7 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Talbott, Autograph Collection. 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 restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
30 Oct - 5 Nov
6 night stay
Zürich (ZRH) to Chicago (ORD)
Aer Lingus • Non-stop roundtrip • Coach
Price was CHF 1'206, price is now CHF 881 per person
CHF 881
per person
found 1 day ago
Our customers tell us they can't get enough of Hotel Saint Clair- Magnificent Mile'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 restaurant and a 24-hour gym.
Best Chicago hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CHF 111 per night
CHF 111
8 Sept - 9 Sept
includes taxes & fees
0.69 km from city center
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 Grant Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CHF 138 per night
CHF 138
30 Aug - 31 Aug
includes taxes & fees
2.8 km from city center
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.
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is CHF 233 per night
CHF 233
12 Sept - 13 Sept
includes taxes & fees
25.24 km from city center
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Donald E. Stephens Convention Center. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
The price is CHF 204 per night
CHF 204
1 Sept - 2 Sept
includes taxes & fees
3.31 km from city center
Hyatt Regency McCormick Place Chicago 's great location gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Wintrust Arena. You'll find features such as free WiFi in public areas, plus 3 restaurants and 2 bars.
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
1.61 km from city center
Our customers tell us that they can't get enough of the helpful staff at Kasa Magnificent Mile Chicago. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a gym and self-parking (surcharge) are available. This upmarket aparthotel has 88 apartments. Each apartment offers free WiFi and a kitchen.
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is CHF 157 per night
CHF 157
30 Aug - 31 Aug
includes taxes & fees
22.15 km from city center
Our customers tell us that they can't get enough of the helpful staff at Hyatt Regency O'Hare Chicago. During your stay, you'll be connected to the convention centre and just a quick walk from Rosemont Theatre. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant.
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.
JFK
New York
ORD
Chicago
CHF 207 Return, found 1 day ago
CHF 207
Return
found 1 day ago
JFK
New York
ORD
Chicago
CHF 228 Return, found 1 day ago
CHF 228
Return
found 1 day ago
JFK
New York
ORD
Chicago
CHF 233 Return, found 1 day ago
CHF 233
Return
found 1 day ago
Things to do
Chicago CityPASS®: Experience 5 must-see attractions
CHF 117
per adult
94% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
CHF 38
per adult
88% of travellers recommend
Chicago Explorer Pass: Save up to 50 Percent - Includes Skydeck Chicago
CHF 62
per adult
84% of travellers recommend
Big Bus Chicago Hop-On Hop-Off Big Bus Tour
CHF 32
per adult
86% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
CHF 20
per adult
90% of travellers recommend
Chicago neighborhoods
Other holiday destinations
Plan your trip to Chicago
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ch 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.