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Chicago, IL Vacation Deals

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Chicago, IL Vacation Deals

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TYPE PRICE DESTINATION DEAL
$2,017 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $2,017
Expedia
$526 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $526
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$754 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $754
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$649 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $649
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$1,886 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $1,886
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$1,236 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,236
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$3,460 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $3,460
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$749 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $749
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$1,941 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $1,941
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$541 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $541
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$1,336 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $1,336
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$2,142 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $2,142
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$2,535 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $2,535
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$1,391 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,391
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$690 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $690
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$2,642 Rosemont, Illinois 3.5-Star Rosemont Sale! 3 Nts + Air Fr $2,642
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$1,469 Rosemont, Illinois 4-Star Rosemont Sale! 3 Nts + Air Fr $1,469
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$1,068 Deerfield, Illinois Save at 3.5-Star Hotel: 3 Nts + Air to Deerfield Fr $1,068
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$728 Normal, Illinois Save at 3.5-Star Hotel: 3 Nts + Air to Normal Fr $728
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$583 Oakbrook Terrace, Illinois Oakbrook Terrace 3.5-Star Hotel Sale! 3 Nts + Air Fr $583
Expedia
PRICEDESTINATIONDEAL
$79 Philadelphia, Pennsylvania Frontier Airlines Travel Deals
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$393 Philadelphia, Pennsylvania American Airlines Summer 2015 Deals
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$53 Philadelphia, Pennsylvania Spirit Airlines $9 Fare Club Fares
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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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