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Chicago Offers 9
Chicago Hotels 55
Chicago Fly-Drives 1
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Cruise Route 66 - Fly Drive

DialAFlight offer

Save £100pp

15 nts / 16 days from £2,145pp
Includes flights and car hire
Cruise Route 66 - Fly Drive
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Sable at Navy Pier 4*

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3 nights from £1,429pp
Includes flights
Sable at Navy Pier 4*
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The Drake 4*

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3 nights from £1,059pp
Includes flights
The Drake 4*
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Palmer House Hilton 5*

DialAFlight offer

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3 nights from £1,029pp
Includes flights
Palmer House Hilton 5*
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Ambassador Hotel 5*

DialAFlight offer

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3 nights from £945pp
Includes flights
Ambassador Hotel 5*
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Silversmith Hotel 4*

DialAFlight offer

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3 nights from £985pp
Includes flights
Silversmith Hotel 4*
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Fairmont Chicago, Millennium Park 5*

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3 nights from £1,199pp
Includes flights
Fairmont Chicago, Millennium Park 5*
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The Millennium Knickerbocker 4*

DialAFlight offer

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3 nights from £785pp
Includes flights
The Millennium Knickerbocker 4*
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Thompson Chicago 4*

DialAFlight offer

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3 nights from £1,045pp
Includes flights
Thompson Chicago 4*
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Dial Up The Wow

Chicago Reviews 433
USA Fly-Drives 32
Chicago Offers 9
Chicago Hotels 55
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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