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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$39 Chicago, Illinois Frontier Airlines Spring Sale
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$9 Chicago, Illinois Cheap Car Rentals in Chicago Fr $9/Day
CarRentals.com
$218 Chicago, Illinois American Airlines US Flight Deals for Fall
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$142+ Chicago, Illinois Experience Chicago! Book Cheap Flights From $142 R/T
Fare Buzz
$166 Chicago, Illinois Southwest Airlines Low Fares on Flights
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$183 Chicago, Illinois Special deal: 4.5-Star The James Chicago Fr $183+/Nt
Expedia
$179 Chicago, Illinois Virgin America Great Deals Across the US
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$126 Chicago, Illinois Kinzie in Mar: $126 & Up
Save with Expedia, $31/night less
$190 Chicago, Illinois Southwest Airlines Low Fares on Flights
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$117 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $117+/Nt
Save with Expedia, $13/night less
$34 Chicago, Illinois Spirit Airlines Chicago Specials
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$166 Chicago, Illinois Book in Chicago: Save this Mar Fr $166+/Nt
Expedia
$73 Chicago, Illinois Spirit Airlines Chicago Specials
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$120 Chicago, Illinois Special deal: 4-Star Fairmont Chicago Millennium Park Fr $120+/Nt
Save with Expedia, $40/night less
$103 Chicago, Illinois Delta US Fare Sale
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$146 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Mar: $146 & Up
Expedia
$244 Chicago, Illinois American Airlines US Spring Flight Deals
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$126 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $126+/Nt
Expedia
$260 Chicago, Illinois American Airlines Domestic Getaways for Next Weekend - 4/4/15
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$159 Chicago, Illinois The Westin Chicago River North in Mar: $159 & Up
Expedia
$200 Chicago, Illinois Virgin America Great Deals Across the US
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$106 Chicago, Illinois Save at 3-Star Chicago South Loop: $106 & Up in Mar
Expedia
$78 Chicago, Illinois Spirit Airlines Chicago Specials
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$166 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $166+/Nt
Expedia
$115 Chicago, Illinois Delta US Fare Sale
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$256 Chicago, Illinois Book in Chicago: Save this Mar Fr $256+/Nt
Expedia
$38 Chicago, Illinois Spirit Airlines Chicago Specials
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$253 Chicago, Illinois Renaissance Chicago O'Hare Suites in Mar: $253 & Up
Expedia
$48 Chicago, Illinois Spirit Airlines Chicago Specials
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$126 Chicago, Illinois Book 3.5-Star Blake Chicago Fr $126+/Nt
Expedia
$49 Chicago, Illinois Frontier Airlines Spring Sale
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$159 Chicago, Illinois Hilton Suites Chicago/Magnificent Mile in Mar: $159 & Up
Expedia
$35 Chicago, Illinois Spirit Airlines Chicago Specials
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$169 Chicago, Illinois Residence Inn Chicago Downtown in Mar: $169 & Up
Expedia
$38 Chicago, Illinois Spirit Airlines Chicago Specials
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$143 Chicago, Illinois Special deal: 3-Star Comfort Suites Michigan Avenue Fr $143+/Nt
Expedia
$276 Chicago, Illinois American Airlines US Spring Flight Deals
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$128 Chicago, Illinois Allegro Chicago - a Kimpton in Mar: $128 & Up
Save with Expedia, $31/night less
$200 Chicago, Illinois Virgin America Great Deals Across the US
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$259 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $259+/Nt
Save with Expedia, $86/night less
$89 Chicago, Illinois Southwest Airlines Low Fares on Flights
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$178 Chicago, Illinois Chicago Marriott at Medical District/UIC in Mar: $178 & Up
Expedia
$48 Chicago, Illinois Spirit Airlines Chicago Specials
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$156 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $156+/Nt
Expedia
$179 Chicago, Illinois Virgin America Great Deals Across the US
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$252 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $252+/Nt
Expedia
$178 Chicago, Illinois American Airlines US Spring Flight Deals
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$112 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $112+/Nt
Expedia
$68 Chicago, Illinois Spirit Airlines Chicago Specials
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$150 Chicago, Illinois Mar deal: Wyndham Grand Chicago Riverfront Fr $150+/Nt
Save with Expedia, $26/night less
$35 Chicago, Illinois Spirit Airlines Chicago Specials
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$112 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $112+/Nt
Save with Expedia, $27/night less
$68 Chicago, Illinois Spirit Airlines Chicago Specials
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$286 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $286+/Nt
Expedia
$230 Chicago, Illinois American Airlines US Spring Flight Deals
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$177 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $177+/Nt
Expedia
$332 Chicago, Illinois American Airlines US Flight Deals for Fall
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$180 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $180+/Nt
Expedia
$328 Chicago, Illinois United Airlines Weekend Specials for 3/27/15
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$116 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $116+/Nt
Save with Expedia, $21/night less
$175 Chicago, Illinois Southwest Airlines Low Fares on Flights
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$93 Chicago, Illinois Book in Chicago: Save this Mar Fr $93+/Nt
Expedia
$186 Chicago, Illinois American Airlines US Flight Deals for Fall
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$152 Chicago, Illinois Book 4-Star Monaco Chicago - a Kimpton in Chicago Fr $152+/Nt
Save with Expedia, $37/night less
$53 Chicago, Illinois Spirit Airlines Chicago Specials
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$109 Chicago, Illinois Special deal: 3-Star Holiday Inn Express Cass Fr $109+/Nt
Expedia
$128 Chicago, Illinois Southwest Airlines Low Fares on Flights
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$244 Chicago, Illinois Book in Chicago: Save this Mar Fr $244+/Nt
Save with Expedia, $121/night less
$228 Chicago, Illinois United Airlines Weekend Specials for 3/27/15
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$119 Chicago, Illinois Save at 4-Star The Whitehall: $119 & Up in Mar
Save with Expedia, $20/night less
$115 Chicago, Illinois Southwest Airlines Low Fares on Flights
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$128 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $128+/Nt
Expedia
$172 Chicago, Illinois Southwest Airlines Low Fares on Flights
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$130 Chicago, Illinois MileNorth, A Chicago on Sale: Book 3 Nts in Mar Fr $130+/Nt
Save with Expedia, $43/night less
$53 Chicago, Illinois Spirit Airlines Chicago Specials
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$163 Chicago, Illinois Small budget: Book JW Marriott Chicago 3 Nts in Mar Fr $163+/Nt
Expedia
$184 Chicago, Illinois American Airlines US Spring Flight Deals
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$160 Chicago, Illinois Mar deal: Courtyard Chicago Downtown/Magnificent Mile Fr $160+/Nt
Expedia
$88 Chicago, Illinois Spirit Airlines Chicago Specials
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$166 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $166+/Nt
Expedia
$200 Chicago, Illinois Virgin America Great Deals Across the US
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$80 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $80+/Nt
Expedia
$88 Chicago, Illinois Spirit Airlines Chicago Specials
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$234 Chicago, Illinois The Peninsula Chicago in Mar: $234 & Up
Save with Expedia, $116/night less
$34 Chicago, Illinois Spirit Airlines Chicago Specials
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$219 Chicago, Illinois Book the Renaissance Chicago 3 Nts in Mar Fr $219+/Nt
Expedia
$38 Chicago, Illinois Spirit Airlines Chicago Specials
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$100 Chicago, Illinois Book in Chicago: Save this Mar Fr $100+/Nt
Expedia
$200 Chicago, Illinois Virgin America Great Deals Across the US
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$146 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $146+/Nt
Expedia
$168 Chicago, Illinois United Airlines Weekend Specials for 3/27/15
DealBase.com
$147 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $147+/Nt
Expedia
$182 Chicago, Illinois American Airlines US Flight Deals for Fall
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$163 Chicago, Illinois Mar deal: Swissotel Chicago Fr $163+/Nt
Save with Expedia, $41/night less
$49 Chicago, Illinois Frontier Airlines Spring Sale
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$114 Chicago, Illinois Crowne Plaza Chicago - The Metro in Mar: $114 & Up
Expedia
$328 Chicago, Illinois United Airlines Weekend Specials for 3/27/15
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$74 Chicago, Illinois Book in Chicago: Save this Mar Fr $74+/Nt
Save with Expedia, $25/night less
$59 Chicago, Illinois Frontier Airlines Spring Sale
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$101 Chicago, Illinois Chicago Savings! Book at Chicago's Essex Inn Fr $101+/Nt
Expedia
PRICEDESTINATIONDEAL
$114 Newark, New Jersey Cheap Flights from Boston
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$225 Newark, New Jersey Cheap Flights from Ft. Lauderdale
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$240 Newark, New Jersey Cheap Flights from Denver
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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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