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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$100 Chicago, Illinois Cheap Car Rentals in Chicago Fr $100/Day
CarRentals.com
SAVE Chicago, Illinois SAVEdana hotel and spa, Chicago
Priceline.com
$114 Chicago, Illinois Cheap Car Rentals in Chicago Fr $114/Day
CarRentals.com
$149 Chicago, Illinois Southwest Airlines Baltimore Specials
DealBase.com
$132 Chicago, Illinois Cheap Car Rentals in Chicago Fr $132/Day
CarRentals.com
$107 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$141 Chicago, Illinois Cheap Car Rentals in Chicago Fr $141/Day
CarRentals.com
$115 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$142 Chicago, Illinois Cheap Car Rentals in Chicago Fr $142/Day
CarRentals.com
$180 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$150 Chicago, Illinois Cheap Car Rentals in Chicago Fr $150/Day
CarRentals.com
$170 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$151 Chicago, Illinois Cheap Car Rentals in Chicago Fr $151/Day
CarRentals.com
$121 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$16 Chicago, Illinois Cheap Car Rentals in Chicago Fr $16/Day
CarRentals.com
$183 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$17 Chicago, Illinois Cheap Car Rentals in Chicago Fr $17/Day
CarRentals.com
$147 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$200 Chicago, Illinois Cheap Car Rentals in Chicago Fr $200/Day
CarRentals.com
$158 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$201 Chicago, Illinois Cheap Car Rentals in Chicago Fr $201/Day
CarRentals.com
$89 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$205 Chicago, Illinois Cheap Car Rentals in Chicago Fr $205/Day
CarRentals.com
$176 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$23 Chicago, Illinois Cheap Car Rentals in Chicago Fr $23/Day
CarRentals.com
$153 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$249 Chicago, Illinois Cheap Car Rentals in Chicago Fr $249/Day
CarRentals.com
$177 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$25 Chicago, Illinois Cheap Car Rentals in Chicago Fr $25/Day
CarRentals.com
$124 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$26 Chicago, Illinois Cheap Car Rentals in Chicago Fr $26/Day
CarRentals.com
$99 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$27 Chicago, Illinois Cheap Car Rentals in Chicago Fr $27/Day
CarRentals.com
$133 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$28 Chicago, Illinois Cheap Car Rentals in Chicago Fr $28/Day
CarRentals.com
$184 Chicago, Illinois Southwest Airlines Spring & Fall Travel Sale
DealBase.com
$29 Chicago, Illinois Cheap Car Rentals in Chicago Fr $29/Day
CarRentals.com
$139 Chicago, Illinois Virgin America Land the Lowest Fares
DealBase.com
$30 Chicago, Illinois Cheap Car Rentals in Chicago Fr $30/Day
CarRentals.com
$139 Chicago, Illinois Virgin America Land the Lowest Fares
DealBase.com
$31 Chicago, Illinois Cheap Car Rentals in Chicago Fr $31/Day
CarRentals.com
$32 Chicago, Illinois Cheap Car Rentals in Chicago Fr $32/Day
CarRentals.com
$33 Chicago, Illinois Cheap Car Rentals in Chicago Fr $33/Day
CarRentals.com
$35 Chicago, Illinois Cheap Car Rentals in Chicago Fr $35/Day
CarRentals.com
$36 Chicago, Illinois Cheap Car Rentals in Chicago Fr $36/Day
CarRentals.com
$37 Chicago, Illinois Cheap Car Rentals in Chicago Fr $37/Day
CarRentals.com
$38 Chicago, Illinois Cheap Car Rentals in Chicago Fr $38/Day
CarRentals.com
$39 Chicago, Illinois Cheap Car Rentals in Chicago Fr $39/Day
CarRentals.com
$40 Chicago, Illinois Cheap Car Rentals in Chicago Fr $40/Day
CarRentals.com
$41 Chicago, Illinois Cheap Car Rentals in Chicago Fr $41/Day
CarRentals.com
$43 Chicago, Illinois Cheap Car Rentals in Chicago Fr $43/Day
CarRentals.com
$44 Chicago, Illinois Cheap Car Rentals in Chicago Fr $44/Day
CarRentals.com
$45 Chicago, Illinois Cheap Car Rentals in Chicago Fr $45/Day
CarRentals.com
$46 Chicago, Illinois Cheap Car Rentals in Chicago Fr $46/Day
CarRentals.com
$48 Chicago, Illinois Cheap Car Rentals in Chicago Fr $48/Day
CarRentals.com
$50 Chicago, Illinois Cheap Car Rentals in Chicago Fr $50/Day
CarRentals.com
$52 Chicago, Illinois Cheap Car Rentals in Chicago Fr $52/Day
CarRentals.com
$53 Chicago, Illinois Cheap Car Rentals in Chicago Fr $53/Day
CarRentals.com
$57 Chicago, Illinois Cheap Car Rentals in Chicago Fr $57/Day
CarRentals.com
$69 Chicago, Illinois Cheap Car Rentals in Chicago Fr $69/Day
CarRentals.com
$70 Chicago, Illinois Cheap Car Rentals in Chicago Fr $70/Day
CarRentals.com
$71 Chicago, Illinois Cheap Car Rentals in Chicago Fr $71/Day
CarRentals.com
$73 Chicago, Illinois Cheap Car Rentals in Chicago Fr $73/Day
CarRentals.com
$75 Chicago, Illinois Cheap Car Rentals in Chicago Fr $75/Day
CarRentals.com
$77 Chicago, Illinois Cheap Car Rentals in Chicago Fr $77/Day
CarRentals.com
$78 Chicago, Illinois Cheap Car Rentals in Chicago Fr $78/Day
CarRentals.com
$80 Chicago, Illinois Cheap Car Rentals in Chicago Fr $80/Day
CarRentals.com
$81 Chicago, Illinois Cheap Car Rentals in Chicago Fr $81/Day
CarRentals.com
$82 Chicago, Illinois Cheap Car Rentals in Chicago Fr $82/Day
CarRentals.com
$98 Chicago, Illinois Cheap Car Rentals in Chicago Fr $98/Day
CarRentals.com
PRICEDESTINATIONDEAL
$117 Philadelphia, Pennsylvania Cheap Flights from Atlanta
DealBase.com
$192 Philadelphia, Pennsylvania Cheap Flights from Denver
DealBase.com
$287 Philadelphia, Pennsylvania Cheap Flights from Los Angeles
DealBase.com
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Chicago Travel Tips

A shiny metropolis where complete strangers ask you if you need directions? Only in the Midwest. Take in loads of friendliness, not to mention cool architecture and major museums.
  • It's a great view … if you're a girl. One of the best views of the city is from the ladies' room in the Hancock Building's Signature Lounge. Tough luck, gentlemen.
  • You can make your mark, just don't use profanity. Gino's East Pizza bakes pies-to-die-for and features patron-placed graffiti all over its walls and tables.
  • Fond o' fondue, are you? Us too. Visit Geja's Cafe in Lincoln Park, a romantically-lit grotto with an astounding array of dip-able dining that also features flamenco and classical guitarists.
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