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Chicago Holidays

Choose two or more items and save on your trip:

Your next trip to Chicago with ebookers

  • Browse our 2021 holiday package deals today! They feature hotels and flights or cars at discounted bundled rates. Book your perfect trip all in one place!
  • You're in luck! We have amazing deals on wonderful properties in Chicago. Start browsing our accommodations simply by using the wizard above.
  • We offer free cancellation on most hotels in case you need to change your plans*

For more information, visit our COVID-19 information page. 
Find the trip that is just right for you now!

*Some hotels require you to cancel at least 24-48 hours before check-in. Details on site.

Chicago Holidays

Can't stop daydreaming about Chicago? From flights to room nights, car hire to tours, the committed team at ebookers are the ultimate travel whisperers.

With over 500 partner airlines and more than 500,000 worldwide properties, it's never been easier to escape.

Remember, if you book a Flight + Hotel package with ebookers and see a better deal elsewhere within 48 hours pre check in, we'll match it and repay the difference. That's our Price Guarantee.

Now is the time to start ticking off your lifetime travel dreams. Whether it's a freezing mountain peak or a scorching desert, we'll help you satisfy each and every last wanderlust. Terms and Conditions apply.

More Chicago hotels

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is €133 per night
1.04 km from city centre
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Enjoy features like free WiFi in public areas, plus 2 bars and a restaurant. Built in 1988, this 4.5-star hotel has 661 rooms over 43 floors. All rooms offer LCD TVs and fridges.
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3 out of 5
1 S Franklin Street, Chicago, IL
The price is €70 per night
0.6 km from city centre
The comfortable rooms at La Quinta Inn & Suites by Wyndham Chicago Downtown get high marks from our customers. During your stay, you're just a quick walk from Willis Tower. Features include free WiFi in public areas, plus a restaurant and a fitness centre. Built in 2009, this 3-star hotel has 241 rooms over 9 floors. Each room includes amenities such as free WiFi and a flat-screen TV.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive, Chicago, IL
The price is €121 per night
0.81 km from city centre
Our customers tell us that they can't get enough of the comfortable rooms 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. Built in 2016, this 4.5-star hotel has 452 rooms over 23 floors. All rooms offer free WiFi and LED TVs.
Royal Sonesta Chicago Riverfront

Royal Sonesta Chicago Riverfront

4 out of 5
71 E Wacker Dr, Chicago, IL
The price is €107 per night
0.78 km from city centre
Royal Sonesta Chicago Riverfront's walkable location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Theatre. Features include free WiFi in public areas, plus a 24-hour fitness centre and a 24-hour business centre. This 4-star hotel has 381 rooms over 39 floors. Each room includes amenities such as free WiFi and a pillowtop bed.
The Whitehall Hotel

The Whitehall Hotel

4 out of 5
105 E Delaware Pl, Chicago, IL
The price is €62 per night
2.04 km from city centre
The great public transport around The Whitehall Hotel gets high marks from our customers. During your stay, you're just a quick walk from John Hancock Center. Free WiFi in public areas, 2 restaurants and a fitness centre are available. Built in 1927, this 4-star hotel has 222 rooms over 21 floors. Each room includes amenities such as free WiFi and a flat-screen TV.
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
The price is €117 per night
0.93 km from city centre
Our customers tell us that they enjoy the clean rooms at Hyatt Regency Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. Enjoy features like free WiFi in public areas, plus 4 restaurants and 2 bars. This 4-star hotel has 2019 rooms over 36 floors. Enjoy your stay with amenities like free WiFi and a pillowtop bed in each room.
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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.

Fri, 23 Apr - Fri, 7 May
LAX
Los Angeles
ORD
Chicago
€225
Alaska Airlines
Fri, 23 Apr - Fri, 7 May
LAX
Los Angeles
ORD
Chicago
€264
Alaska Airlines
Fri, 23 Apr - Fri, 7 May
LAX
Los Angeles
ORD
Chicago
€277
Alaska Airlines

Top things to do in Chicago

Image for Chicago CityPASS: Admission to Top 5 Chicago Attractions

Chicago CityPASS: Admission to Top 5 Chicago Attractions

€90
Per adult
94% of travellers recommend
Chicago CityPASS: Admission to Top 5 Chicago Attractions
Image for 360 CHICAGO Observation Deck (Hancock Center)

360 CHICAGO Observation Deck (Hancock Center)

€21
Per adult
86% of travellers recommend
360 CHICAGO Observation Deck (Hancock Center)
Image for Go Chicago Explorer Pass: Choose 2,3,4 or 5 Top Attractions

Go Chicago Explorer Pass: Choose 2,3,4 or 5 Top Attractions

€54
Per adult
80% of travellers recommend
Go Chicago Explorer Pass: Choose 2,3,4 or 5 Top Attractions
Image for Chicago Mob Tour: Criminals & Gangsters Bus Tour

Chicago Mob Tour: Criminals & Gangsters Bus Tour

€37
Per adult
90% of travellers recommend
Chicago Mob Tour: Criminals & Gangsters Bus Tour
Image for Art Institute of Chicago

Art Institute of Chicago

€30
Per adult
92% of travellers recommend
Art Institute of Chicago
Image for Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

€22
Per adult
84% of travellers recommend
Gangsters and Ghosts Tour in Chicago
See all activities in Chicago

^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 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.