Sign up for weekly Top Travel Deals! view sample

Chicago, IL Travel Deals

left end graphic
Find Travel Deals
deals tag right end graphic

Chicago, IL Travel Deals

Show:
TYPE PRICE DESTINATION DEAL
$141 Chicago, Illinois United Airlines US Fare Sale
DealBase.com
$71 Chicago, Illinois $71 & Up: Holiday Inn Express Cass 3-Star Hotel in Chicago
Expedia
$174 Chicago, Illinois Alaska Airlines Flight Specials
DealBase.com
$123 Chicago, Illinois Allegro Chicago - a Kimpton in Jan: $123 & Up
Save with Expedia, $6/night less
$10 Chicago, Illinois Cheap Car Rentals in Chicago Fr $10/Day
CarRentals.com
$106 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $106+/Nt
Expedia
$38+ Chicago, Illinois Dolands Addition Vacation Rental Deals From $38
Tripping
$136 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $136+/Nt
Save with Expedia, $23/night less
$167+ Chicago, Illinois Holiday in Illinois! Flights to Chicago From $167 R/T
FareBuzz
$79 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $79+/Nt
Expedia
$150 Chicago, Illinois United Airlines US Fare Sale
DealBase.com
$81 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $81+/Nt
Save with Expedia, $20/night less
$192 Chicago, Illinois United Airlines US Fare Sale
DealBase.com
$93 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $93+/Nt
Expedia
$192 Chicago, Illinois United Airlines US Fare Sale
DealBase.com
$99 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $99+/Nt
Expedia
$150 Chicago, Illinois United Airlines US Fare Sale
DealBase.com
$93 Chicago, Illinois Book 3-Star Hampton Inn & Suites Chicago - Downtown Fr $93+/Nt
Expedia
$150 Chicago, Illinois United Airlines US Fare Sale
DealBase.com
$82 Chicago, Illinois Book 3.5-Star Buckingham Athletic Club in Chicago Fr $82+/Nt
Save with Expedia, $54/night less
$90 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $90+/Nt
Save with Expedia, $9/night less
$98 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $98+/Nt
Expedia
$176 Chicago, Illinois Book 3.5-Star Renaissance Chicago O'Hare Suites Fr $176+/Nt
Expedia
$88 Chicago, Illinois Book 4-Star Chicago Downtown, Autograph Collection Fr $88+/Nt
Expedia
$142 Chicago, Illinois Book 4-Star Radisson Blu Aqua Fr $142+/Nt
Expedia
$139 Chicago, Illinois Book 4-Star The Drake in Chicago Fr $139+/Nt
Expedia
$102 Chicago, Illinois Book 4-Star The Whitehall in Chicago Fr $102+/Nt
Save with Expedia, $17/night less
$136 Chicago, Illinois Book 4.5-Star Omni Chicago in Chicago Fr $136+/Nt
Save with Expedia, $23/night less
$130 Chicago, Illinois Book 4.5-Star The James Chicago in Chicago Fr $130+/Nt
Save with Expedia, $33/night less
$119 Chicago, Illinois Book in Chicago: Save this Jan Fr $119+/Nt
Expedia
$129 Chicago, Illinois Book in Chicago: Save this Jan Fr $129+/Nt
Expedia
$303 Chicago, Illinois Book in Chicago: Save this Jan Fr $303+/Nt
Save with Expedia, $76/night less
$106 Chicago, Illinois Book the Comfort Suites Michigan Avenue 3 Nts in Jan Fr $106+/Nt
Expedia
$119 Chicago, Illinois Book the Hyatt Regency Chicago 3 Nts in Jan Fr $119+/Nt
Expedia
$86 Chicago, Illinois Book the Hyatt Regency McCormick Place 3 Nts in Jan Fr $86+/Nt
Expedia
$133 Chicago, Illinois Burnham - a Kimpton in Jan: $133 & Up
Save with Expedia, $6/night less
$347 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $347
Expedia
$701 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $701
Expedia
$116 Chicago, Illinois Chicago Marriott at Medical District/UIC in Jan: $116 & Up
Expedia
$70 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan at Congress Plaza Fr $70+/Nt
Save with Expedia, $17/night less
$102 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $102+/Nt
Expedia
$54 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $54+/Nt
Save with Expedia, $29/night less
$64 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $64+/Nt
Save with Expedia, $11/night less
$82 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $82+/Nt
Expedia
$90 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $90+/Nt
Expedia
$97 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $97+/Nt
Expedia
$78 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $78+/Nt
Expedia
$99 Chicago, Illinois Chicago Savings! Book at Chicago South Loop Fr $99+/Nt
Expedia
$159 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $159+/Nt
Expedia
$96 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $96+/Nt
Save with Expedia, $23/night less
$55 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $55+/Nt
Expedia
$116 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $116+/Nt
Expedia
$311 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $311+/Nt
Expedia
$108 Chicago, Illinois Courtyard Chicago Downtown/Magnificent Mile in Jan: $108 & Up
Expedia
$111 Chicago, Illinois Hampton Majestic Chicago Theatre District in Jan: $111 & Up
Expedia
$119 Chicago, Illinois Hilton Chicago O'Hare Airport in Jan: $119 & Up
Expedia
$99 Chicago, Illinois Jan deal: Embassy Suites Chicago Downtown Lakefront Fr $99+/Nt
Expedia
$97 Chicago, Illinois Jan deal: Homewood Suites by Hilton Chicago Downtown Fr $97+/Nt
Expedia
$72 Chicago, Illinois Jan deal: Indigo Chicago Downtown Gold Coast Fr $72+/Nt
Expedia
$99 Chicago, Illinois Jan deal: Residence Inn Chicago Downtown Fr $99+/Nt
Expedia
$129 Chicago, Illinois Jan deal: Sheraton Chicago and Towers Fr $129+/Nt
Expedia
$115 Chicago, Illinois Jan deal: theWit - A DoubleTree by Hilton Fr $115+/Nt
Expedia
$106 Chicago, Illinois Kinzie on Sale: Book 3 Nts in Jan Fr $106+/Nt
Save with Expedia, $27/night less
$133 Chicago, Illinois Palomar Chicago, a Kimpton in Jan: $133 & Up
Save with Expedia, $6/night less
$71 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Jan: $71 & Up
Save with Expedia, $12/night less
$97 Chicago, Illinois Save at 3.5-Star Blake Chicago: $97 & Up in Jan
Expedia
$573 Chicago, Illinois Save at 3.5-Star Hotel: 3 Nts + Air to Chicago Fr $573
Expedia
$90 Chicago, Illinois Save at 3.5-Star River: $90 & Up in Jan
Save with Expedia, $9/night less
$110 Chicago, Illinois Save at 3.5-Star The Silversmith: $110 & Up in Jan
Save with Expedia, $19/night less
$1,020 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,020
Expedia
$1,076 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,076
Expedia
$80 Chicago, Illinois Save at 4-Star Millennium Knickerbocker Chicago: $80 & Up in Jan
Expedia
$136 Chicago, Illinois Save at 4-Star The Westin Chicago River North: $136 & Up in Jan
Expedia
$4,232 Chicago, Illinois Save at 4.5-Star Hotel: 3 Nts + Air to Chicago Fr $4,232
Expedia
$90 Chicago, Illinois Save Big This Jan! Book 3 Nts at Central Loop Fr $90+/Nt
Save with Expedia, $9/night less
$130 Chicago, Illinois Save Big This Jan! Book 3 Nts at Raffaello Fr $130+/Nt
Save with Expedia, $69/night less
$113 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $113+/Nt
Expedia
$117 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $117+/Nt
Expedia
$68 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $68+/Nt
Expedia
$146 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan at dana and spa Fr $146+/Nt
Expedia
$127 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $127+/Nt
Save with Expedia, $22/night less
$133 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $133+/Nt
Expedia
$77 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $77+/Nt
Save with Expedia, $44/night less
$66 Chicago, Illinois Small budget: Book ACME Company Chicago 3 Nts in Jan Fr $66+/Nt
Save with Expedia, $30/night less
$85 Chicago, Illinois Small budget: Book Hilton Chicago 3 Nts in Jan Fr $85+/Nt
Expedia
$149 Chicago, Illinois Small budget: Book Renaissance Chicago 3 Nts in Jan Fr $149+/Nt
Expedia
$127 Chicago, Illinois Small budget: Book Swissotel Chicago 3 Nts in Jan Fr $127+/Nt
Save with Expedia, $23/night less
$100 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $100+/Nt
Expedia
$119 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $119+/Nt
Expedia
$82 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $82+/Nt
Save with Expedia, $14/night less
$284 Chicago, Illinois Special deal: 5-Star Four Seasons Chicago Fr $284+/Nt
Save with Expedia, $141/night less
$259 Chicago, Illinois Special deal: 5-Star Park Hyatt Chicago Fr $259+/Nt
Expedia
$297 Chicago, Illinois The Peninsula Chicago in Jan: $297 & Up
Save with Expedia, $148/night less
$292 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Jan: $292 & Up
Save with Expedia, $73/night less
$74 Chicago, Illinois The Tremont Chicago at Magnificent Mile in Jan: $74 & Up
Expedia
$106 Chicago, Illinois Wyndham Grand Chicago Riverfront in Jan: $106 & Up
Expedia
$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$2,065 Rosemont, Illinois 4-Star Rosemont Sale! 3 Nts + Air Fr $2,065
Expedia
$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$87 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $87+/Nt
Expedia
PRICEDESTINATIONDEAL
$117 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$178 New York City, New York Cheap Flights from Ft. Lauderdale
DealBase.com
$236 New York City, New York Cheap Flights from Houston
DealBase.com
FREE! Weekly Travel Deals Newsletter

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.
left end graphic
Find Travel Deals
right end graphic
bookingbuddy_com deals bookingbuddy.com http://rd.BookingBuddy.com/?&loc1=30246&slocation1=239826&ucid=30246&ad_user_tracking=%5Bsource%3D%2Ctaparam%3D%2Csupmt%3D%5D 17866