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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$76 Chicago, Illinois Cheap Car Rentals in Chicago Fr $76/Day
CarRentals.com
$116 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$39 Chicago, Illinois Cheap Car Rentals in Chicago Fr $39/Day
CarRentals.com
$139 Chicago, Illinois Virgin America Summer Deals
DealBase.com
$197 Chicago, Illinois Cheap Car Rentals in Chicago Fr $197/Day
CarRentals.com
$134 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$50 Chicago, Illinois Cheap Car Rentals in Chicago Fr $50/Day
CarRentals.com
$173 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$200 Chicago, Illinois Cheap Car Rentals in Chicago Fr $200/Day
CarRentals.com
$181 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$75 Chicago, Illinois Cheap Car Rentals in Chicago Fr $75/Day
CarRentals.com
$49 Chicago, Illinois Frontier Airlines Evergreen Sale
DealBase.com
$455 Chicago, Illinois Cheap Car Rentals in Chicago Fr $455/Day
CarRentals.com
$177 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$52 Chicago, Illinois Cheap Car Rentals in Chicago Fr $52/Day
CarRentals.com
$126 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$77 Chicago, Illinois Cheap Car Rentals in Chicago Fr $77/Day
CarRentals.com
$161 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$125 Chicago, Illinois Cheap Car Rentals in Chicago Fr $125/Day
CarRentals.com
$124 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$90 Chicago, Illinois Cheap Car Rentals in Chicago Fr $90/Day
CarRentals.com
$278 Chicago, Illinois United Airlines Weekend Specials for 7/1/16
DealBase.com
$42 Chicago, Illinois Cheap Car Rentals in Chicago Fr $42/Day
CarRentals.com
$154 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$28 Chicago, Illinois Cheap Car Rentals in Chicago Fr $28/Day
CarRentals.com
$29 Chicago, Illinois Frontier Airlines Evergreen Sale
DealBase.com
$400 Chicago, Illinois Cheap Car Rentals in Chicago Fr $400/Day
CarRentals.com
$101 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$47 Chicago, Illinois Cheap Car Rentals in Chicago Fr $47/Day
CarRentals.com
$102 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$164 Chicago, Illinois Cheap Car Rentals in Chicago Fr $164/Day
CarRentals.com
$94 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$255 Chicago, Illinois Cheap Car Rentals in Chicago Fr $255/Day
CarRentals.com
$149 Chicago, Illinois Virgin America Summer Deals
DealBase.com
$56 Chicago, Illinois Cheap Car Rentals in Chicago Fr $56/Day
CarRentals.com
SAVE Chicago, Illinois SAVESpringHill Suites Chicago O'Hare by Marriott
Priceline.com
$57 Chicago, Illinois Cheap Car Rentals in Chicago Fr $57/Day
CarRentals.com
$72 Chicago, Illinois Cheap Car Rentals in Chicago Fr $72/Day
CarRentals.com
$37 Chicago, Illinois Cheap Car Rentals in Chicago Fr $37/Day
CarRentals.com
$82 Chicago, Illinois Cheap Car Rentals in Chicago Fr $82/Day
CarRentals.com
$49 Chicago, Illinois Cheap Car Rentals in Chicago Fr $49/Day
CarRentals.com
$53 Chicago, Illinois Cheap Car Rentals in Chicago Fr $53/Day
CarRentals.com
$45 Chicago, Illinois Cheap Car Rentals in Chicago Fr $45/Day
CarRentals.com
$205 Chicago, Illinois Cheap Car Rentals in Chicago Fr $205/Day
CarRentals.com
$162 Chicago, Illinois Cheap Car Rentals in Chicago Fr $162/Day
CarRentals.com
$85 Chicago, Illinois Cheap Car Rentals in Chicago Fr $85/Day
CarRentals.com
$46 Chicago, Illinois Cheap Car Rentals in Chicago Fr $46/Day
CarRentals.com
$81 Chicago, Illinois Cheap Car Rentals in Chicago Fr $81/Day
CarRentals.com
$78 Chicago, Illinois Cheap Car Rentals in Chicago Fr $78/Day
CarRentals.com
$262 Chicago, Illinois Cheap Car Rentals in Chicago Fr $262/Day
CarRentals.com
$114 Chicago, Illinois Cheap Car Rentals in Chicago Fr $114/Day
CarRentals.com
$54 Chicago, Illinois Cheap Car Rentals in Chicago Fr $54/Day
CarRentals.com
$44 Chicago, Illinois Cheap Car Rentals in Chicago Fr $44/Day
CarRentals.com
$94 Chicago, Illinois Cheap Car Rentals in Chicago Fr $94/Day
CarRentals.com
$40 Chicago, Illinois Cheap Car Rentals in Chicago Fr $40/Day
CarRentals.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
$35 Chicago, Illinois Cheap Car Rentals in Chicago Fr $35/Day
CarRentals.com
$69 Chicago, Illinois Cheap Car Rentals in Chicago Fr $69/Day
CarRentals.com
$79 Chicago, Illinois Cheap Car Rentals in Chicago Fr $79/Day
CarRentals.com
$173 Chicago, Illinois Cheap Car Rentals in Chicago Fr $173/Day
CarRentals.com
$110 Chicago, Illinois Cheap Car Rentals in Chicago Fr $110/Day
CarRentals.com
$38 Chicago, Illinois Cheap Car Rentals in Chicago Fr $38/Day
CarRentals.com
$96 Chicago, Illinois Cheap Car Rentals in Chicago Fr $96/Day
CarRentals.com
$97 Chicago, Illinois Cheap Car Rentals in Chicago Fr $97/Day
CarRentals.com
$80 Chicago, Illinois Cheap Car Rentals in Chicago Fr $80/Day
CarRentals.com
$43 Chicago, Illinois Cheap Car Rentals in Chicago Fr $43/Day
CarRentals.com
$392 Chicago, Illinois Cheap Car Rentals in Chicago Fr $392/Day
CarRentals.com
$163 Chicago, Illinois Cheap Car Rentals in Chicago Fr $163/Day
CarRentals.com
$36 Chicago, Illinois Cheap Car Rentals in Chicago Fr $36/Day
CarRentals.com
$116 Chicago, Illinois Cheap Car Rentals in Chicago Fr $116/Day
CarRentals.com
$34 Chicago, Illinois Cheap Car Rentals in Chicago Fr $34/Day
CarRentals.com
$24 Chicago, Illinois Cheap Car Rentals in Chicago Fr $24/Day
CarRentals.com
$168 Chicago, Illinois Cheap Car Rentals in Chicago Fr $168/Day
CarRentals.com
$33 Chicago, Illinois Cheap Car Rentals in Chicago Fr $33/Day
CarRentals.com
$91 Chicago, Illinois Cheap Car Rentals in Chicago Fr $91/Day
CarRentals.com
$41 Chicago, Illinois Cheap Car Rentals in Chicago Fr $41/Day
CarRentals.com
$70 Chicago, Illinois Cheap Car Rentals in Chicago Fr $70/Day
CarRentals.com
$166 Chicago, Illinois Cheap Car Rentals in Chicago Fr $166/Day
CarRentals.com
$126 Chicago, Illinois Cheap Car Rentals in Chicago Fr $126/Day
CarRentals.com
$105 Chicago, Illinois Cheap Car Rentals in Chicago Fr $105/Day
CarRentals.com
$73 Chicago, Illinois Cheap Car Rentals in Chicago Fr $73/Day
CarRentals.com
$62 Chicago, Illinois Cheap Car Rentals in Chicago Fr $62/Day
CarRentals.com
$30 Chicago, Illinois Cheap Car Rentals in Chicago Fr $30/Day
CarRentals.com
$74 Chicago, Illinois Cheap Car Rentals in Chicago Fr $74/Day
CarRentals.com
PRICEDESTINATIONDEAL
$150 Philadelphia, Pennsylvania Southwest Airlines Low Fare Travel Sale
DealBase.com
$120 Philadelphia, Pennsylvania Cheap Flights from Chicago
DealBase.com
$378 Philadelphia, Pennsylvania Cheap Flights from San Francisco
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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