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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$157 Chicago, Illinois Millennium Knickerbocker Chicago in Apr: $157 & Up
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$15+ Chicago, Illinois Chicago Vacation Rental Deals From $15
Tripping
$199 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $199+/Nt
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$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$295 Chicago, Illinois Conrad Chicago in Apr: $295 & Up
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$160 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $160+/Nt
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$141 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $141+/Nt
Save with Expedia, $25/night less
$176 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr at Felix Fr $176+/Nt
Save with Expedia, $31/night less
$290 Chicago, Illinois Apr deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $290+/Nt
Save with Expedia, $145/night less
$138 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $138+/Nt
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$194 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $194+/Nt
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$180 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $180+/Nt
Save with Expedia, $19/night less
$133 Chicago, Illinois $133 & Up: Chicago South Loop 3-Star Hotel in Chicago
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$189 Chicago, Illinois Book the BEST WESTERN Grant Park 3 Nts in Apr Fr $189+/Nt
Save with Expedia, $21/night less
$209 Chicago, Illinois The Whitehall in Apr: $209 & Up
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$188 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $188+/Nt
Save with Expedia, $101/night less
$87 Chicago, Illinois Apr deal: Hostelling International Chicago Fr $87+/Nt
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$170 Chicago, Illinois Book in Chicago: Save at the Raffaello in Apr Fr $170+/Nt
Save with Expedia, $29/night less
$193 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $193+/Nt
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$183 Chicago, Illinois Save at 4-Star Fairmont Chicago Millennium Park: $183 & Up in Apr
Save with Expedia, $61/night less
$206 Chicago, Illinois Apr deal: Comfort Suites Michigan Avenue Fr $206+/Nt
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$145 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $145+/Nt
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$229 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $229+/Nt
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$206 Chicago, Illinois Apr deal: Chicago Marriott Downtown Magnificent Mile Fr $206+/Nt
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$150 Chicago, Illinois Small budget: Stay in Chicago this Apr Fr $150+/Nt
Save with Expedia, $26/night less
$129 Chicago, Illinois Save at 3-Star Holiday Inn Express Cass: $129 & Up in Apr
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$195 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $195+/Nt
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$138 Chicago, Illinois Chicago Savings! Book at Warwick Allerton Chicago Fr $138+/Nt
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$149 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $149+/Nt
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$250 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $250+/Nt
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$236 Chicago, Illinois Book 3.5-Star Buckingham Athletic Club in Chicago Fr $236+/Nt
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$198 Chicago, Illinois Burnham - a Kimpton in Apr: $198 & Up
Save with Expedia, $21/night less
$208 Chicago, Illinois Small budget: Book The James Chicago 3 Nts in Apr Fr $208+/Nt
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$236 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $236+/Nt
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$198 Chicago, Illinois Save at 4.5-Star Omni Chicago: $198 & Up in Apr
Save with Expedia, $21/night less
$187 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $187+/Nt
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$186 Chicago, Illinois Small budget: Stay in Chicago this Apr Fr $186+/Nt
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$176 Chicago, Illinois Book 3.5-Star Central Loop in Chicago Fr $176+/Nt
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$163 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr at Kinzie Fr $163+/Nt
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$276 Chicago, Illinois Apr deal: Hilton Chicago O'Hare Airport Fr $276+/Nt
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$183 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $183+/Nt
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$160 Chicago, Illinois Courtyard Chicago Downtown/Magnificent Mile in Apr: $160 & Up
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$226 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $226+/Nt
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$243 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $243+/Nt
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$187 Chicago, Illinois Chicago Savings! Book at BEST WESTERN River North Fr $187+/Nt
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$225 Chicago, Illinois Special deal: 4.5-Star Sofitel Chicago Water Tower Fr $225+/Nt
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$176 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $176+/Nt
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$199 Chicago, Illinois Chicago Downtown, Autograph Collection in Apr: $199 & Up
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$224 Chicago, Illinois Hilton Chicago in Apr: $224 & Up
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$156 Chicago, Illinois Book in Chicago: Save this Apr Fr $156+/Nt
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$141 Chicago, Illinois Book 3.5-Star Blake Chicago Fr $141+/Nt
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$199 Chicago, Illinois Special deal: 4-Star Sheraton Chicago and Towers Fr $199+/Nt
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$199 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $199+/Nt
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$249 Chicago, Illinois Chicago Savings! Book at Swissotel Chicago Fr $249+/Nt
Save with Expedia, $27/night less
$149 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $149+/Nt
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$109 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $109+/Nt
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$173 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $173+/Nt
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$213 Chicago, Illinois $213 & Up: Radisson Blu Aqua 4.5-Star Hotel in Chicago
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$226 Chicago, Illinois Book 4-Star dana and spa in Chicago Fr $226+/Nt
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$263 Chicago, Illinois Small budget: Stay in Chicago this Apr Fr $263+/Nt
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$153 Chicago, Illinois Small budget: Stay in Chicago this Apr Fr $153+/Nt
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$182 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Apr: $182 & Up
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$131 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Apr: $131 & Up
Save with Expedia, $22/night less
$180 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $180+/Nt
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$184 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $184+/Nt
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$184 Chicago, Illinois Book 4-Star The Westin Michigan Avenue Chicago Fr $184+/Nt
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$216 Chicago, Illinois Book the InterContinental Chicago 3 Nts in Apr Fr $216+/Nt
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$158 Chicago, Illinois Save at 4-Star Hard Rock Chicago: $158 & Up in Apr
Save with Expedia, $28/night less
$304 Chicago, Illinois Four Seasons Chicago on Sale: Book 3 Nts in Apr Fr $304+/Nt
Save with Expedia, $151/night less
$190 Chicago, Illinois Book the Holiday Inn Chicago Downtown 3 Nts in Apr Fr $190+/Nt
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$229 Chicago, Illinois Book the The Palmer House Hilton 3 Nts in Apr Fr $229+/Nt
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$207 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $207+/Nt
Save with Expedia, $22/night less
$224 Chicago, Illinois Book the The Blackstone A Renaissance 3 Nts in Apr Fr $224+/Nt
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$225 Chicago, Illinois Monaco Chicago - a Kimpton in Apr: $225 & Up
Save with Expedia, $24/night less
$204 Chicago, Illinois Small budget: Stay in Chicago this Apr Fr $204+/Nt
Save with Expedia, $35/night less
$301 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $301+/Nt
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$173 Chicago, Illinois Small budget: Book The Silversmith 3 Nts in Apr Fr $173+/Nt
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$330 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $330+/Nt
Save with Expedia, $82/night less
$269 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr Fr $269+/Nt
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$346 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $346+/Nt
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$407 Chicago, Illinois $407 & Up: The Peninsula Chicago 5-Star Hotel in Chicago
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$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$190 Bedford Park, Illinois Hampton Inn Chicago-Midway Airport in Apr: $190 & Up
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$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
$102 Westchester, Illinois Westchester Savings! Book 3 Nts in Apr Fr $102+/Nt
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$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$211 Oak Lawn, Illinois Apr deal: Hilton Chicago/Oak Lawn Fr $211+/Nt
Expedia
$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$109 Schiller Park, Illinois Four Points by Sheraton Chicago O'Hare Airport in Apr: $109 & Up
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$141 Alsip, Illinois Special deal: 3.5-Star Doubletree Chicago / Alsip Fr $141+/Nt
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$153 Schiller Park, Illinois Save in Schiller Park: Book 3 Nts in Apr Fr $153+/Nt
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$205 Evanston, Illinois Save Big This Apr! Book 3 Nts in Evanston Fr $205+/Nt
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$133 Rosemont, Illinois Sheraton Chicago O'Hare in Apr: $133 & Up
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$119 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $119+/Nt
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$112 Rosemont, Illinois Save at 4-Star Hyatt Regency O'Hare: $112 & Up in Apr
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$149 Oak Brook, Illinois Apr deal: The Hyatt Lodge at McDonald's Campus Fr $149+/Nt
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$119 Skokie, Illinois Small budget: Stay in Skokie this Apr Fr $119+/Nt
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$57 Schiller Park, Illinois Schiller Park Savings! Book at O'Hare Inn & Suites Fr $57+/Nt
Save with Expedia, $38/night less
$81 Bensenville, Illinois Country Inn & Suites O'Hare South in Apr: $81 & Up
Expedia
$88 Burbank, Illinois Book in Burbank: Save this Apr Fr $88+/Nt
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PRICEDESTINATIONDEAL
$187 Philadelphia, Pennsylvania Cheap Flights from Las Vegas
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$304 Philadelphia, Pennsylvania Cheap Flights from Denver
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$447 Philadelphia, Pennsylvania Cheap Flights from San Francisco
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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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