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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$120 Chicago, Illinois $120 & Up: W Chicago - City Center 4-Star Hotel in Chicago
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$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$142 Chicago, Illinois $142 & Up: Hyatt Chicago Magnificent Mile 4-Star Hotel in Chicago
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$38+ Chicago, Illinois Dolands Addition Vacation Rental Deals From $38
Tripping
$156 Chicago, Illinois $156 & Up: Radisson Blu Aqua 4-Star Hotel in Chicago
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$134 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $134+/Nt
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$139 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $139+/Nt
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$177 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $177+/Nt
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$99 Chicago, Illinois Book 3-Star Chicago South Loop Fr $99+/Nt
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$153 Chicago, Illinois Book 3-Star Comfort Suites Michigan Avenue Fr $153+/Nt
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$126 Chicago, Illinois Book 3.5-Star Blake Chicago Fr $126+/Nt
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$96 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $96+/Nt
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$139 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $139+/Nt
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$109 Chicago, Illinois Book 4-Star Hilton Chicago O'Hare Airport Fr $109+/Nt
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$159 Chicago, Illinois Book 4-Star The Drake in Chicago Fr $159+/Nt
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$171 Chicago, Illinois Book 4-Star The Westin Chicago River North Fr $171+/Nt
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$139 Chicago, Illinois Book 4-Star W Chicago Lakeshore in Chicago Fr $139+/Nt
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$99 Chicago, Illinois Book 4-Star Warwick Allerton Chicago in Chicago Fr $99+/Nt
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$175 Chicago, Illinois Book 4.5-Star Conrad Chicago Fr $175+/Nt
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$173 Chicago, Illinois Book 4.5-Star The James Chicago in Chicago Fr $173+/Nt
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$126 Chicago, Illinois Book in Chicago: Save at the Hilton Chicago in Mar Fr $126+/Nt
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$184 Chicago, Illinois Book in Chicago: Save at the Swissotel Chicago in Mar Fr $184+/Nt
Save with Expedia, $26/night less
$149 Chicago, Illinois Book in Chicago: Save this Mar Fr $149+/Nt
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$162 Chicago, Illinois Book in Chicago: Save this Mar Fr $162+/Nt
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$169 Chicago, Illinois Book in Chicago: Save this Mar Fr $169+/Nt
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$244 Chicago, Illinois Book in Chicago: Save this Mar Fr $244+/Nt
Save with Expedia, $121/night less
$256 Chicago, Illinois Book in Chicago: Save this Mar Fr $256+/Nt
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$82 Chicago, Illinois Book in Chicago: Save this Mar Fr $82+/Nt
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$136 Chicago, Illinois Book the Central Loop 3 Nts in Mar Fr $136+/Nt
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$149 Chicago, Illinois Book the The Silversmith 3 Nts in Mar Fr $149+/Nt
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$212 Chicago, Illinois Chicago Marriott at Medical District/UIC in Mar: $212 & Up
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$116 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $116+/Nt
Save with Expedia, $21/night less
$117 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $117+/Nt
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$117 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $117+/Nt
Save with Expedia, $13/night less
$153 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $153+/Nt
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$169 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $169+/Nt
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$259 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $259+/Nt
Save with Expedia, $86/night less
$104 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $104+/Nt
Save with Expedia, $19/night less
$136 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $136+/Nt
Save with Expedia, $33/night less
$129 Chicago, Illinois Chicago Savings! Book at Buckingham Athletic Club Fr $129+/Nt
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$101 Chicago, Illinois Chicago Savings! Book at Chicago's Essex Inn Fr $101+/Nt
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$143 Chicago, Illinois Chicago Savings! Book at dana and spa Fr $143+/Nt
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$250 Chicago, Illinois Chicago Savings! Book at Four Seasons Chicago Fr $250+/Nt
Save with Expedia, $125/night less
$128 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $128+/Nt
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$169 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $169+/Nt
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$259 Chicago, Illinois Chicago Savings! Book at Park Hyatt Chicago Fr $259+/Nt
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$156 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $156+/Nt
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$109 Chicago, Illinois Congress Plaza in Mar: $109 & Up
Save with Expedia, $27/night less
$98 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Mar: $98 & Up
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$159 Chicago, Illinois Hilton Suites Chicago/Magnificent Mile in Mar: $159 & Up
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$126 Chicago, Illinois Kinzie in Mar: $126 & Up
Save with Expedia, $31/night less
$146 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Mar: $146 & Up
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$160 Chicago, Illinois Mar deal: Courtyard Chicago Downtown/Magnificent Mile Fr $160+/Nt
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$190 Chicago, Illinois Mar deal: Embassy Suites Chicago Downtown Fr $190+/Nt
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$153 Chicago, Illinois Mar deal: Hampton Inn & Suites Chicago - Downtown Fr $153+/Nt
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$166 Chicago, Illinois Mar deal: Hampton Majestic Chicago Theatre District Fr $166+/Nt
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$104 Chicago, Illinois Mar deal: Holiday Inn Chicago Downtown Fr $104+/Nt
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$106 Chicago, Illinois Mar deal: Holiday Inn Chicago Mart Plaza River North Fr $106+/Nt
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$159 Chicago, Illinois Mar deal: Homewood Suites by Hilton Chicago Downtown Fr $159+/Nt
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$122 Chicago, Illinois Mar deal: MileNorth, A Chicago Fr $122+/Nt
Save with Expedia, $41/night less
$136 Chicago, Illinois Mar deal: Monaco Chicago - a Kimpton Fr $136+/Nt
Save with Expedia, $33/night less
$146 Chicago, Illinois Mar deal: Residence Inn Chicago Downtown Fr $146+/Nt
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$114 Chicago, Illinois Mar deal: Sheraton Chicago and Towers Fr $114+/Nt
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$119 Chicago, Illinois Mar deal: The Palmer House Hilton Fr $119+/Nt
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$82 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Mar: $82 & Up
Save with Expedia, $28/night less
$98 Chicago, Illinois Save at 3-Star Holiday Inn Express Cass: $98 & Up in Mar
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$129 Chicago, Illinois Save at 3.5-Star Hyatt Regency McCormick Place: $129 & Up in Mar
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$158 Chicago, Illinois Save at 4-Star Hard Rock Chicago: $158 & Up in Mar
Save with Expedia, $28/night less
$112 Chicago, Illinois Save at 4-Star Hyatt Regency Chicago: $112 & Up in Mar
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$133 Chicago, Illinois Save at 4-Star Palomar Chicago, a Kimpton: $133 & Up in Mar
Save with Expedia, $33/night less
$119 Chicago, Illinois Save at 4-Star The Whitehall: $119 & Up in Mar
Save with Expedia, $20/night less
$114 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $114+/Nt
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$121 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $121+/Nt
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$163 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $163+/Nt
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$189 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $189+/Nt
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$219 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $219+/Nt
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$100 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $100+/Nt
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$267 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $267+/Nt
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$286 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $286+/Nt
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$111 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $111+/Nt
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$112 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $112+/Nt
Save with Expedia, $27/night less
$112 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $112+/Nt
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$119 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $119+/Nt
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$144 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $144+/Nt
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$246 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $246+/Nt
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$96 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $96+/Nt
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$123 Chicago, Illinois Special deal: 3.5-Star River Fr $123+/Nt
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$120 Chicago, Illinois Special deal: 4-Star Fairmont Chicago Millennium Park Fr $120+/Nt
Save with Expedia, $40/night less
$152 Chicago, Illinois Special deal: 4-Star theWit - A DoubleTree by Hilton Fr $152+/Nt
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$234 Chicago, Illinois The Peninsula Chicago in Mar: $234 & Up
Save with Expedia, $116/night less
$136 Chicago, Illinois The Westin Michigan Avenue Chicago in Mar: $136 & Up
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$311 Chicago, Illinois Waldorf Astoria Chicago in Mar: $311 & Up
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$141 Chicago, Illinois Wyndham Grand Chicago Riverfront in Mar: $141 & Up
Save with Expedia, $25/night less
$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$143 Rosemont, Illinois $143 & Up: Crowne Plaza Chicago O'Hare 3.5-Star Hotel in Rosemont
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$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$114 Addison, Illinois Addison Savings! Book at Hilton Garden Inn Addison Fr $114+/Nt
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$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$118 Alsip, Illinois Alsip Savings! Book at Doubletree Chicago / Alsip Fr $118+/Nt
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$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
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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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