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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$219 Chicago, Illinois Chicago Savings! Book at Renaissance Chicago Fr $219+/Nt
Expedia
$88 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $88+/Nt
Expedia
$114 Chicago, Illinois Book in Chicago: Save this Feb Fr $114+/Nt
Save with Expedia, $12/night less
$119 Chicago, Illinois Book in Chicago: Save this Feb Fr $119+/Nt
Expedia
$119 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $119+/Nt
Expedia
$109 Chicago, Illinois Feb deal: Hilton Chicago O'Hare Airport Fr $109+/Nt
Expedia
$102 Chicago, Illinois Book 3 Nts in Chicago this Feb Fr $102+/Nt
Save with Expedia, $34/night less
$120 Chicago, Illinois Save at 4-Star Fairmont Chicago Millennium Park: $120 & Up in Feb
Save with Expedia, $39/night less
$136 Chicago, Illinois Book the Palomar Chicago, a Kimpton 3 Nts in Feb Fr $136+/Nt
Save with Expedia, $23/night less
$139 Chicago, Illinois Feb deal: Residence Inn Chicago Downtown Fr $139+/Nt
Expedia
$108 Chicago, Illinois Feb deal: River Fr $108+/Nt
Save with Expedia, $11/night less
$116 Chicago, Illinois Feb deal: Chicago Marriott at Medical District/UIC Fr $116+/Nt
Expedia
$322 Chicago, Illinois Small budget: Stay in Chicago this Feb Fr $322+/Nt
Expedia
$196 Chicago, Illinois Small budget: Stay in Chicago this Feb Fr $196+/Nt
Expedia
$85 Chicago, Illinois Book 3-Star The Tremont Chicago at Magnificent Mile Fr $85+/Nt
Expedia
$126 Chicago, Illinois Comfort Suites Michigan Avenue in Feb: $126 & Up
Expedia
$123 Chicago, Illinois Small budget: Book Blake Chicago 3 Nts in Feb Fr $123+/Nt
Expedia
$163 Chicago, Illinois Feb deal: Chicago Marriott Downtown Magnificent Mile Fr $163+/Nt
Expedia
$110 Chicago, Illinois Book in Chicago: Save this Feb Fr $110+/Nt
Expedia
$129 Chicago, Illinois Buckingham Athletic Club on Sale: Book 3 Nts in Feb Fr $129+/Nt
Expedia
$119 Chicago, Illinois Book in Chicago: Save this Feb Fr $119+/Nt
Expedia
$267 Chicago, Illinois Feb deal: Holiday Inn Chicago - Midway Airport Fr $267+/Nt
Expedia
$138 Chicago, Illinois Chicago Savings! Book 3 Nts in Feb at The Silversmith Fr $138+/Nt
Save with Expedia, $15/night less
$153 Chicago, Illinois Book the dana and spa 3 Nts in Feb Fr $153+/Nt
Expedia
$117 Chicago, Illinois Small budget: Stay in Chicago this Feb Fr $117+/Nt
Expedia
$139 Chicago, Illinois Feb deal: Homewood Suites by Hilton Chicago Downtown Fr $139+/Nt
Expedia
$105 Chicago, Illinois ACME Company Chicago on Sale: Book 3 Nts in Feb Fr $105+/Nt
Save with Expedia, $11/night less
$162 Chicago, Illinois Chicago Savings! Book 3 Nts in Feb Fr $162+/Nt
Expedia
$136 Chicago, Illinois Burnham - a Kimpton in Feb: $136 & Up
Save with Expedia, $23/night less
$164 Chicago, Illinois Chicago Savings! Book 3 Nts in Feb Fr $164+/Nt
Expedia
$913 Chicago, Illinois Chicago 3.5-Star Hotel Sale! 3 Nts + Air Fr $913
Expedia
$138 Chicago, Illinois Save Big This Feb! Book 3 Nts at Kinzie Fr $138+/Nt
Save with Expedia, $35/night less
$123 Chicago, Illinois Feb deal: Crowne Plaza Chicago Magnificent Mile Fr $123+/Nt
Expedia
$156 Chicago, Illinois Book in Chicago: Save this Feb Fr $156+/Nt
Save with Expedia, $27/night less
$299 Chicago, Illinois Chicago Savings! Book at The Willows Fr $299+/Nt
Expedia
$162 Chicago, Illinois Save Big This Feb! Book 3 Nts at Omni Chicago Fr $162+/Nt
Save with Expedia, $17/night less
$153 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Feb: $153 & Up
Expedia
$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$94 Willowbrook, Illinois Willowbrook Savings! Book 3 Nts in Feb Fr $94+/Nt
Save with Expedia, $26/night less
$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$56 Lisle, Illinois Book the Hyatt Lisle 3 Nts in Feb Fr $56+/Nt
Expedia
$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$95 Rosemont, Illinois Save Big This Feb! Book 3 Nts in Rosemont Fr $95+/Nt
Expedia
$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
$465 Lombard, Illinois 4-Star Lombard Sale! 3 Nts + Air Fr $465
Expedia
$166 Bloomingdale, Illinois Residence Inn Chicago Bloomingdale in Feb: $166 & Up
Expedia
$85 Rosemont, Illinois Save at 3.5-Star Hyatt Rosemont: $85 & Up in Feb
Expedia
$146 Itasca, Illinois Itasca Savings! Book at Eaglewood & Spa Chicago Fr $146+/Nt
Expedia
$72 Westchester, Illinois Small budget: Stay in Westchester this Feb Fr $72+/Nt
Expedia
$99 Rosemont, Illinois Small budget: Book Hyatt Regency O'Hare 3 Nts in Feb Fr $99+/Nt
Expedia
$141 Rosemont, Illinois Save at 3.5-Star Crowne Plaza Chicago O'Hare: $141 & Up in Feb
Expedia
$119 Northbrook, Illinois Feb deal: Hilton Northbrook Fr $119+/Nt
Expedia
$180 Skokie, Illinois Feb deal: Holiday Inn Chicago North Shore (Skokie) Fr $180+/Nt
Expedia
$109 Bolingbrook, Illinois Book in Bolingbrook: Save this Feb Fr $109+/Nt
Expedia
$119 Arlington Heights, Illinois Wingate by Wyndham Arlington Heights in Feb: $119 & Up
Expedia
$89 Lombard, Illinois Lombard Savings! Book at Hyatt Place Chicago/Lombard Fr $89+/Nt
Expedia
$131 Oak Lawn, Illinois Save in Oak Lawn: Book 3 Nts in Feb Fr $131+/Nt
Expedia
$106 Downers Grove, Illinois Book in Downers Grove: Save this Feb Fr $106+/Nt
Expedia
$199 Rosemont, Illinois Rosemont Savings! Book at The Westin O'Hare Fr $199+/Nt
Expedia
$119 Bedford Park, Illinois Small budget: Stay in Bedford Park this Feb Fr $119+/Nt
Expedia
$475 Northbrook, Illinois Save at 3.5-Star Hotel: 3 Nts + Air to Northbrook Fr $475
Expedia
$78 Rosemont, Illinois Save in Rosemont: Book 3 Nts in Feb Fr $78+/Nt
Save with Expedia, $14/night less
$93 Schiller Park, Illinois Small budget: Stay in Schiller Park this Feb Fr $93+/Nt
Expedia
$103 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $103+/Nt
Expedia
$102 Tinley Park, Illinois Small budget: Stay in Tinley Park this Feb Fr $102+/Nt
Expedia
$112 Addison, Illinois Feb deal: Hilton Garden Inn Addison Fr $112+/Nt
Expedia
$114 Tinley Park, Illinois Feb deal: Hilton Garden Inn Chicago/Tinley Park Fr $114+/Nt
Expedia
$135 Evanston, Illinois $135 & Up: Hilton Garden Inn Evanston 3-Star Hotel in Evanston
Expedia
$64 Wood Dale, Illinois Save Big This Feb! Book 3 Nts in Wood Dale Fr $64+/Nt
Expedia
$96 Oakbrook Terrace, Illinois Save Big This Feb! Book 3 Nts in Oakbrook Terrace Fr $96+/Nt
Expedia
$80 Countryside, Illinois Save in Countryside: Book 3 Nts in Feb Fr $80+/Nt
Save with Expedia, $14/night less
$141 Lisle, Illinois $141 & Up: Hilton Lisle / Naperville 3.5-Star Hotel in Lisle
Expedia
$110 Des Plaines, Illinois Book 3 Nts in Des Plaines this Feb Fr $110+/Nt
Expedia
$149 Oak Brook, Illinois Book 4-Star The Hyatt Lodge at McDonald's Campus Fr $149+/Nt
Expedia
$104 Evanston, Illinois Hilton Orrington/Evanston on Sale: Book 3 Nts in Feb Fr $104+/Nt
Expedia
$93 Arlington Heights, Illinois Save in Arlington Heights: Book 3 Nts in Feb Fr $93+/Nt
Expedia
$79 Glenview, Illinois Feb deal: Wyndham Glenview Suites Fr $79+/Nt
Save with Expedia, $9/night less
$99 Rosemont, Illinois Rosemont Savings! Book at Sheraton Chicago O'Hare Fr $99+/Nt
Expedia
$102 Matteson, Illinois Save Big This Feb! Book 3 Nts in Matteson Fr $102+/Nt
Expedia
$128 Bedford Park, Illinois Small budget: Stay in Bedford Park this Feb Fr $128+/Nt
Expedia
$133 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $133+/Nt
Expedia
$78 Lisle, Illinois Sheraton Lisle in Feb: $78 & Up
Expedia
$57 Schiller Park, Illinois Save Big This Feb! Book 3 Nts in Schiller Park Fr $57+/Nt
Save with Expedia, $38/night less
$153 Rosemont, Illinois Book the InterContinental Chicago O'Hare 3 Nts in Feb Fr $153+/Nt
Save with Expedia, $16/night less
$66 Bridgeview, Illinois Save Big This Feb! Book 3 Nts in Bridgeview Fr $66+/Nt
Expedia
$82 Deerfield, Illinois Book 3.5-Star Chicago Marriott Suites Deerfield Fr $82+/Nt
Save with Expedia, $27/night less
$75 Burbank, Illinois Save in Burbank: Book 3 Nts in Feb Fr $75+/Nt
Save with Expedia, $19/night less
$120 Elmhurst, Illinois Clarion Inn Waterford Convention Center in Feb: $120 & Up
Expedia
$96 Schiller Park, Illinois Save Big This Feb! Book 3 Nts in Schiller Park Fr $96+/Nt
Expedia
$99 Oak Brook, Illinois Book 3.5-Star Doubletree Chicago Oak Brook Fr $99+/Nt
Expedia
$90 Crestwood, Illinois Book the Holiday Inn Express Crestwood 3 Nts in Feb Fr $90+/Nt
Expedia
$80 Itasca, Illinois Book in Itasca: Save at the Hyatt Place Itasca in Feb Fr $80+/Nt
Expedia
$108 Orland Park, Illinois Book the Homewood Suites Orland Park 3 Nts in Feb Fr $108+/Nt
Expedia
$96 Skokie, Illinois DoubleTree by Hilton Chicago North Shore in Feb: $96 & Up
Expedia
$93 Deerfield, Illinois Save Big This Feb! Book 3 Nts at Hyatt Deerfield Fr $93+/Nt
Expedia
$112 Burr Ridge, Illinois Book 3-Star Quality Inn & Conference Center Fr $112+/Nt
Expedia
$87 Carol Stream, Illinois Small budget: Stay in Carol Stream this Feb Fr $87+/Nt
Expedia
$108 Bloomingdale, Illinois Book the Hilton Chicago/Indian Lakes 3 Nts in Feb Fr $108+/Nt
Expedia
$73 Oakbrook Terrace, Illinois Oakbrook Terrace Savings! Book 3 Nts in Feb Fr $73+/Nt
Expedia
$109 Des Plaines, Illinois Des Plaines Savings! Book 3 Nts in Feb Fr $109+/Nt
Expedia
PRICEDESTINATIONDEAL
$328 Newark, New Jersey United Airlines Weekend Specials for 2/27/15
DealBase.com
$114 Newark, New Jersey Cheap Flights from Boston
DealBase.com
$338 Newark, New Jersey Cheap Flights from Portland
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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