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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$228 Chicago, Illinois United Airlines Weekend Specials for 4/3/15
DealBase.com
$162 Chicago, Illinois Apr deal: Days Inn Chicago Fr $162+/Nt
Expedia
$10 Chicago, Illinois Cheap Car Rentals in Chicago Fr $10/Day
CarRentals.com
$189 Chicago, Illinois Book in Chicago: Save this Apr Fr $189+/Nt
Expedia
$166 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$128 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $128+/Nt
Expedia
$175 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$161 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $161+/Nt
Save with Expedia, $28/night less
$309 Chicago, Illinois American Airlines US Spring Flight Deals
DealBase.com
$162 Chicago, Illinois Apr deal: Homewood Suites by Hilton Chicago Downtown Fr $162+/Nt
Expedia
$179 Chicago, Illinois Virgin America Great Deals Across the US
DealBase.com
$121 Chicago, Illinois Warwick Allerton Chicago in Apr: $121 & Up
Expedia
$89 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$109 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago O'Hare Fr $109+/Nt
Expedia
$171 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$146 Chicago, Illinois Book 3-Star Comfort Suites Michigan Avenue in Chicago Fr $146+/Nt
Expedia
$229 Chicago, Illinois American Airlines US Spring Flight Deals
DealBase.com
$190 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $190+/Nt
Expedia
$200 Chicago, Illinois Virgin America Great Deals Across the US
DealBase.com
$109 Chicago, Illinois Hilton Chicago O'Hare Airport in Apr: $109 & Up
Expedia
$230 Chicago, Illinois American Airlines Domestic Getaways for This Weekend - 4/4/15
DealBase.com
$140 Chicago, Illinois Apr deal: The Westin Michigan Avenue Chicago Fr $140+/Nt
Expedia
$200 Chicago, Illinois Virgin America Great Deals Across the US
DealBase.com
$95 Chicago, Illinois Book the Chicago's Essex Inn 3 Nts in Apr Fr $95+/Nt
Expedia
$299 Chicago, Illinois American Airlines US Spring Flight Deals
DealBase.com
$139 Chicago, Illinois Apr deal: Crowne Plaza Chicago Magnificent Mile Fr $139+/Nt
Expedia
$115 Chicago, Illinois Delta US Fare Sale
DealBase.com
$88 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $88+/Nt
Expedia
$275 Chicago, Illinois American Airlines US Spring Flight Deals
DealBase.com
$127 Chicago, Illinois Wyndham Grand Chicago Riverfront in Apr: $127 & Up
Save with Expedia, $22/night less
$115 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$160 Chicago, Illinois Save at 4-Star Fairmont Chicago Millennium Park: $160 & Up in Apr
Save with Expedia, $53/night less
$137 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$90 Chicago, Illinois Book 3-Star Holiday Inn Chicago Downtown Fr $90+/Nt
Expedia
$325 Chicago, Illinois American Airlines US Flight Deals for Fall
DealBase.com
$149 Chicago, Illinois $149 & Up: Hilton Chicago 4-Star Hotel in Chicago
Expedia
$128 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$229 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $229+/Nt
Expedia
$243 Chicago, Illinois American Airlines US Spring Flight Deals
DealBase.com
$189 Chicago, Illinois Save at 4-Star Hyatt Chicago Magnificent Mile: $189 & Up in Apr
Expedia
$200 Chicago, Illinois Virgin America Great Deals Across the US
DealBase.com
$189 Chicago, Illinois Save at 4-Star Monaco Chicago - a Kimpton: $189 & Up in Apr
Expedia
$200 Chicago, Illinois Virgin America Great Deals Across the US
DealBase.com
$139 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $139+/Nt
Expedia
$103 Chicago, Illinois Delta US Fare Sale
DealBase.com
$119 Chicago, Illinois Apr deal: Indigo Chicago Downtown Gold Coast Fr $119+/Nt
Expedia
$181 Chicago, Illinois American Airlines US Flight Deals for Fall
DealBase.com
$109 Chicago, Illinois Book in Chicago: Save this Apr Fr $109+/Nt
Expedia
$190 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$244 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $244+/Nt
Save with Expedia, $121/night less
$179 Chicago, Illinois Virgin America Great Deals Across the US
DealBase.com
$158 Chicago, Illinois Book 3 Nts in Chicago this Apr Fr $158+/Nt
Expedia
$217 Chicago, Illinois American Airlines US Flight Deals for Fall
DealBase.com
$106 Chicago, Illinois Book 3 Nts in Chicago this Apr Fr $106+/Nt
Expedia
$192 Chicago, Illinois American Airlines US Flight Deals for Fall
DealBase.com
$164 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $164+/Nt
Save with Expedia, $29/night less
$172 Chicago, Illinois Southwest Airlines Low Fares on Flights
DealBase.com
$138 Chicago, Illinois Book 4-Star Sheraton Chicago and Towers in Chicago Fr $138+/Nt
Expedia
$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$147 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $147+/Nt
Expedia
$272 Chicago, Illinois Apr deal: Trump International & Tower Chicago Fr $272+/Nt
Save with Expedia, $90/night less
$119 Chicago, Illinois ACME Company Chicago in Apr: $119 & Up
Save with Expedia, $20/night less
$160 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $160+/Nt
Expedia
$160 Chicago, Illinois Chicago Savings! Book at Hyatt Regency Chicago Fr $160+/Nt
Expedia
$137 Chicago, Illinois Chicago Downtown, Autograph Collection in Apr: $137 & Up
Expedia
$209 Chicago, Illinois theWit - A DoubleTree by Hilton in Apr: $209 & Up
Expedia
$99 Chicago, Illinois Book 3-Star The Tremont Chicago at Magnificent Mile Fr $99+/Nt
Expedia
$143 Chicago, Illinois Book 3-Star Residence Inn Chicago Downtown Fr $143+/Nt
Expedia
$259 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr at City Suites Fr $259+/Nt
Expedia
$138 Chicago, Illinois Chicago Savings! Book at Palomar Chicago, a Kimpton Fr $138+/Nt
Save with Expedia, $25/night less
$174 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $174+/Nt
Expedia
$267 Chicago, Illinois Holiday Inn Chicago - Midway Airport in Apr: $267 & Up
Expedia
$160 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Apr: $160 & Up
Expedia
$103 Chicago, Illinois Small budget: Stay in Chicago this Apr Fr $103+/Nt
Expedia
$171 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $171+/Nt
Expedia
$179 Chicago, Illinois Book 3 Nts in Chicago this Apr Fr $179+/Nt
Expedia
$159 Chicago, Illinois Apr deal: Buckingham Athletic Club Fr $159+/Nt
Expedia
$143 Chicago, Illinois Apr deal: La Quinta Inn & Suites Chicago Downtown Fr $143+/Nt
Expedia
$152 Chicago, Illinois Apr deal: Chicago Marriott at Medical District/UIC Fr $152+/Nt
Expedia
$166 Chicago, Illinois Chicago Savings! Book at dana and spa Fr $166+/Nt
Expedia
$113 Chicago, Illinois Book in Chicago: Save at the Raffaello in Apr Fr $113+/Nt
Expedia
$180 Chicago, Illinois Small budget: Stay in Chicago this Apr Fr $180+/Nt
Save with Expedia, $19/night less
$111 Chicago, Illinois $111 & Up: BEST WESTERN River North 3-Star Hotel in Chicago
Expedia
$193 Chicago, Illinois Hampton Majestic Chicago Theatre District in Apr: $193 & Up
Expedia
$116 Chicago, Illinois Book 3 Nts in Chicago this Apr Fr $116+/Nt
Expedia
$249 Chicago, Illinois Majestic in Apr: $249 & Up
Expedia
$173 Chicago, Illinois Book in Chicago: Save at the The James Chicago in Apr Fr $173+/Nt
Expedia
$110 Chicago, Illinois Book the Holiday Inn Express Cass 3 Nts in Apr Fr $110+/Nt
Expedia
$257 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $257+/Nt
Expedia
$99 Chicago, Illinois BEST WESTERN Grant Park on Sale: Book 3 Nts in Apr Fr $99+/Nt
Save with Expedia, $11/night less
$90 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Apr: $90 & Up
Save with Expedia, $15/night less
$206 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Apr: $206 & Up
Expedia
$123 Chicago, Illinois Book 3.5-Star Blake Chicago Fr $123+/Nt
Expedia
$129 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $129+/Nt
Expedia
$250 Chicago, Illinois Book 3 Nts in Chicago this Apr Fr $250+/Nt
Save with Expedia, $125/night less
$234 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $234+/Nt
Save with Expedia, $116/night less
$219 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $219+/Nt
Expedia
$123 Chicago, Illinois Book 4-Star The Whitehall in Chicago Fr $123+/Nt
Save with Expedia, $26/night less
$109 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr at Congress Plaza Fr $109+/Nt
Save with Expedia, $27/night less
$196 Chicago, Illinois Book 3 Nts in Chicago this Apr Fr $196+/Nt
Expedia
PRICEDESTINATIONDEAL
$306 Newark, New Jersey Cheap Flights from San Francisco
DealBase.com
$114 Newark, New Jersey Cheap Flights from Boston
DealBase.com
$355 Newark, New Jersey Cheap Flights from Minneapolis
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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