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Chicago Offers 5
Chicago Hotels 56
Chicago Fly-Drives 1

Staying in Chicago? Did you know you get better
value by booking flights and hotels together?

Cruise Route 66 - Fly Drive

DialAFlight offer

Save £100pp

15 nts / 16 days from £2,149pp
Includes flights and car hire
Cruise Route 66 - Fly Drive
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Sable at Navy Pier 4*

DialAFlight offer

Save 10%

3 nights from £1,059pp
Includes flights
Sable at Navy Pier 4*
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The Drake 4*

DialAFlight offer

Save 10%

3 nights from £1,039pp
Includes flights
The Drake 4*
Further details

Palmer House Hilton 5*

DialAFlight offer

Save 10%

3 nights from £1,055pp
Includes flights
Palmer House Hilton 5*
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Ambassador Hotel 5*

DialAFlight offer

Save 10%

3 nights from £835pp
Includes flights
Ambassador Hotel 5*
Further details

Not quite what you're looking for?
We can easily customise an offer to suit your exact requirements Choose from another 56 luxury hotels

Dial Up The Wow

Chicago Reviews 399
USA Fly-Drives 32
Chicago Offers 5
Chicago Hotels 56
Car Family

Car Rental

Would you like to rent a car for a day or two, or are you planning an adventurous one or two week driving holiday? Perhaps you wish to hire a campervan to tour around in for a month?

We have a selection of vehicles to suit every need, from economy 2 door cars to seven seaters, compact campervans and cool convertibles.

SEE ALL CAR RENTAL PRICES

For more inspiration, read what travel writers have to say...

Singing the blues in Chicago!

The Windy City is unbeatable for music, art and glitz, says Mark Porter

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