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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$149 Chicago, Illinois Virgin America Lowest Fare Deals
DealBase.com
$33 Chicago, Illinois Cheap Car Rentals in Chicago Fr $33/Day
CarRentals.com
$179 Chicago, Illinois Virgin America Lowest Fare Deals
DealBase.com
$167 Chicago, Illinois Cheap Car Rentals in Chicago Fr $167/Day
CarRentals.com
$25 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$58 Chicago, Illinois Cheap Car Rentals in Chicago Fr $58/Day
CarRentals.com
$104 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$105 Chicago, Illinois Cheap Car Rentals in Chicago Fr $105/Day
CarRentals.com
$140 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$156 Chicago, Illinois Cheap Car Rentals in Chicago Fr $156/Day
CarRentals.com
$68 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$180 Chicago, Illinois Cheap Car Rentals in Chicago Fr $180/Day
CarRentals.com
$59 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$55 Chicago, Illinois Cheap Car Rentals in Chicago Fr $55/Day
CarRentals.com
$126 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$400 Chicago, Illinois Cheap Car Rentals in Chicago Fr $400/Day
CarRentals.com
$60 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$126 Chicago, Illinois Cheap Car Rentals in Chicago Fr $126/Day
CarRentals.com
$124 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$44 Chicago, Illinois Cheap Car Rentals in Chicago Fr $44/Day
CarRentals.com
$67 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$40 Chicago, Illinois Cheap Car Rentals in Chicago Fr $40/Day
CarRentals.com
$41 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$78 Chicago, Illinois Cheap Car Rentals in Chicago Fr $78/Day
CarRentals.com
$63 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$430 Chicago, Illinois Cheap Car Rentals in Chicago Fr $430/Day
CarRentals.com
$74 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$59 Chicago, Illinois Cheap Car Rentals in Chicago Fr $59/Day
CarRentals.com
$199 Chicago, Illinois Southwest Airlines Isle Seats Sale
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$97 Chicago, Illinois Cheap Car Rentals in Chicago Fr $97/Day
CarRentals.com
$94 Chicago, Illinois JetBlue Midsummer Sale
DealBase.com
$181 Chicago, Illinois Cheap Car Rentals in Chicago Fr $181/Day
CarRentals.com
$64 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$26 Chicago, Illinois Cheap Car Rentals in Chicago Fr $26/Day
CarRentals.com
$58 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$53 Chicago, Illinois Cheap Car Rentals in Chicago Fr $53/Day
CarRentals.com
$79 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$62 Chicago, Illinois Cheap Car Rentals in Chicago Fr $62/Day
CarRentals.com
$49 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$82 Chicago, Illinois Cheap Car Rentals in Chicago Fr $82/Day
CarRentals.com
$154 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$139 Chicago, Illinois Cheap Car Rentals in Chicago Fr $139/Day
CarRentals.com
$69 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$54 Chicago, Illinois Cheap Car Rentals in Chicago Fr $54/Day
CarRentals.com
$171 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$61 Chicago, Illinois Cheap Car Rentals in Chicago Fr $61/Day
CarRentals.com
$85 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$42 Chicago, Illinois Cheap Car Rentals in Chicago Fr $42/Day
CarRentals.com
$125 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$29 Chicago, Illinois Cheap Car Rentals in Chicago Fr $29/Day
CarRentals.com
$38 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$75 Chicago, Illinois Cheap Car Rentals in Chicago Fr $75/Day
CarRentals.com
$59 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$47 Chicago, Illinois Cheap Car Rentals in Chicago Fr $47/Day
CarRentals.com
$44 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$86 Chicago, Illinois Cheap Car Rentals in Chicago Fr $86/Day
CarRentals.com
$161 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$63 Chicago, Illinois Cheap Car Rentals in Chicago Fr $63/Day
CarRentals.com
$99 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$56 Chicago, Illinois Cheap Car Rentals in Chicago Fr $56/Day
CarRentals.com
SAVE Chicago, Illinois SAVEThe Westin Chicago River North
Priceline.com
$71 Chicago, Illinois Cheap Car Rentals in Chicago Fr $71/Day
CarRentals.com
$73 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$37 Chicago, Illinois Cheap Car Rentals in Chicago Fr $37/Day
CarRentals.com
$39 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$79 Chicago, Illinois Cheap Car Rentals in Chicago Fr $79/Day
CarRentals.com
$37 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$49 Chicago, Illinois Cheap Car Rentals in Chicago Fr $49/Day
CarRentals.com
$74 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$81 Chicago, Illinois Cheap Car Rentals in Chicago Fr $81/Day
CarRentals.com
$39 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$39 Chicago, Illinois Cheap Car Rentals in Chicago Fr $39/Day
CarRentals.com
$68 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$200 Chicago, Illinois Cheap Car Rentals in Chicago Fr $200/Day
CarRentals.com
$43 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$30 Chicago, Illinois Cheap Car Rentals in Chicago Fr $30/Day
CarRentals.com
$124 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$111 Chicago, Illinois Cheap Car Rentals in Chicago Fr $111/Day
CarRentals.com
$149 Chicago, Illinois JetBlue Midsummer Sale
DealBase.com
$60 Chicago, Illinois Cheap Car Rentals in Chicago Fr $60/Day
CarRentals.com
$116 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$98 Chicago, Illinois Cheap Car Rentals in Chicago Fr $98/Day
CarRentals.com
$48 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$83 Chicago, Illinois Cheap Car Rentals in Chicago Fr $83/Day
CarRentals.com
$73 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$87 Chicago, Illinois Cheap Car Rentals in Chicago Fr $87/Day
CarRentals.com
$323 Chicago, Illinois United Airlines Weekend Specials for 7/29/16
DealBase.com
$96 Chicago, Illinois Cheap Car Rentals in Chicago Fr $96/Day
CarRentals.com
$109 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$35 Chicago, Illinois Cheap Car Rentals in Chicago Fr $35/Day
CarRentals.com
$134 Chicago, Illinois JetBlue Midsummer Sale
DealBase.com
$85 Chicago, Illinois Cheap Car Rentals in Chicago Fr $85/Day
CarRentals.com
$25 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$76 Chicago, Illinois Cheap Car Rentals in Chicago Fr $76/Day
CarRentals.com
$52 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$51 Chicago, Illinois Cheap Car Rentals in Chicago Fr $51/Day
CarRentals.com
$93 Chicago, Illinois Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$41 Chicago, Illinois Cheap Car Rentals in Chicago Fr $41/Day
CarRentals.com
$89 Chicago, Illinois Frontier Airlines Fall Sale
DealBase.com
$45 Chicago, Illinois Cheap Car Rentals in Chicago Fr $45/Day
CarRentals.com
PRICEDESTINATIONDEAL
$104 Philadelphia, Pennsylvania Frontier Airlines Fall Sale
DealBase.com
$93 Philadelphia, Pennsylvania Spirit Airlines $9 Fare Club Travel Deals
DealBase.com
$39 Philadelphia, Pennsylvania Frontier Airlines Fall Sale
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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