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
$104 Chicago, Illinois $104 & Up: The Silversmith 3.5-Star Hotel in Chicago
Save with Expedia, $19/night less
$85+ Chicago, Illinois 4-Star Chicago Hotels from $85
trivago
$355 Chicago, Illinois 3.5-Star Chicago Sale! 3 Nts + Air Fr $355
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$421 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $421
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$112 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $112+/Nt
Expedia
$121 Chicago, Illinois Southwest Airlines Early Black Friday Savings
DealBase.com
$129 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $129+/Nt
Expedia
$112 Chicago, Illinois Southwest Airlines Early Black Friday Savings
DealBase.com
$79 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $79+/Nt
Expedia
$130 Chicago, Illinois Southwest Airlines Early Black Friday Savings
DealBase.com
$81 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $81+/Nt
Save with Expedia, $8/night less
$131 Chicago, Illinois Southwest Airlines Early Black Friday Savings
DealBase.com
$87 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $87+/Nt
Expedia
$128 Chicago, Illinois Southwest Airlines Early Black Friday Savings
DealBase.com
$95 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $95+/Nt
Expedia
$200 Chicago, Illinois Virgin America Current Lowest Fares
DealBase.com
$99 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $99+/Nt
Expedia
$200 Chicago, Illinois Virgin America Current Lowest Fares
DealBase.com
$99 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $99+/Nt
Expedia
$200 Chicago, Illinois Virgin America Current Lowest Fares
DealBase.com
$80 Chicago, Illinois Book 3-Star Congress Plaza Fr $80+/Nt
Expedia
$169 Chicago, Illinois Virgin America Current Lowest Fares
DealBase.com
$84 Chicago, Illinois Book 3.5-Star Hilton Suites Chicago/Magnificent Mile Fr $84+/Nt
Expedia
$200 Chicago, Illinois Virgin America Current Lowest Fares
DealBase.com
$85 Chicago, Illinois Book 4-Star Hilton Chicago in Chicago Fr $85+/Nt
Expedia
$179 Chicago, Illinois Virgin America Current Lowest Fares
DealBase.com
$149 Chicago, Illinois Book 4-Star JW Marriott Chicago in Chicago Fr $149+/Nt
Expedia
$101 Chicago, Illinois Book 4-Star The Westin Chicago River North Fr $101+/Nt
Expedia
$259 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $259+/Nt
Save with Expedia, $86/night less
$99 Chicago, Illinois Book in Chicago: Save at the Chicago South Loop in Nov Fr $99+/Nt
Expedia
$113 Chicago, Illinois Book in Chicago: Save this Nov Fr $113+/Nt
Save with Expedia, $20/night less
$120 Chicago, Illinois Book in Chicago: Save this Nov Fr $120+/Nt
Save with Expedia, $30/night less
$129 Chicago, Illinois Book in Chicago: Save this Nov Fr $129+/Nt
Expedia
$159 Chicago, Illinois Book in Chicago: Save this Nov Fr $159+/Nt
Expedia
$76 Chicago, Illinois Book in Chicago: Save this Nov Fr $76+/Nt
Expedia
$80 Chicago, Illinois Book in Chicago: Save this Nov Fr $80+/Nt
Save with Expedia, $19/night less
$130 Chicago, Illinois Book the Raffaello 3 Nts in Nov Fr $130+/Nt
Save with Expedia, $69/night less
$1,073 Chicago, Illinois Chicago 3.5-Star Hotel Sale! 3 Nts + Air Fr $1,073
Expedia
$2,598 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $2,598
Expedia
$990 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $990
Expedia
$120 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $120+/Nt
Expedia
$129 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $129+/Nt
Expedia
$136 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $136+/Nt
Save with Expedia, $23/night less
$304 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $304+/Nt
Expedia
$62 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $62+/Nt
Save with Expedia, $15/night less
$76 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $76+/Nt
Expedia
$84 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $84+/Nt
Expedia
$90 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $90+/Nt
Expedia
$86 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $86+/Nt
Save with Expedia, $15/night less
$109 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $109+/Nt
Expedia
$80 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $80+/Nt
Expedia
$93 Chicago, Illinois Chicago Savings! Book at Hilton Chicago O'Hare Airport Fr $93+/Nt
Expedia
$100 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $100+/Nt
Expedia
$68 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $68+/Nt
Expedia
$144 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $144+/Nt
Expedia
$159 Chicago, Illinois Conrad Chicago on Sale: Book 3 Nts in Nov Fr $159+/Nt
Expedia
$89 Chicago, Illinois Hampton Majestic Chicago Theatre District in Nov: $89 & Up
Expedia
$100 Chicago, Illinois Indigo Chicago Downtown Gold Coast in Nov: $100 & Up
Expedia
$88 Chicago, Illinois InterContinental Chicago on Sale: Book 3 Nts in Nov Fr $88+/Nt
Expedia
$125 Chicago, Illinois Nov deal: Chicago Marriott at Medical District/UIC Fr $125+/Nt
Expedia
$79 Chicago, Illinois Nov deal: Chicago's Essex Inn Fr $79+/Nt
Expedia
$90 Chicago, Illinois Nov deal: Club Quarters Chicago - Central Loop Fr $90+/Nt
Save with Expedia, $9/night less
$111 Chicago, Illinois Nov deal: Courtyard Chicago Downtown/Magnificent Mile Fr $111+/Nt
Expedia
$99 Chicago, Illinois Nov deal: Crowne Plaza Chicago - The Metro Fr $99+/Nt
Expedia
$80 Chicago, Illinois Nov deal: Holiday Inn Chicago Mart Plaza River North Fr $80+/Nt
Expedia
$99 Chicago, Illinois Nov deal: Homewood Suites by Hilton Chicago Downtown Fr $99+/Nt
Expedia
$244 Chicago, Illinois Nov deal: Park Hyatt Chicago Fr $244+/Nt
Expedia
$113 Chicago, Illinois Nov deal: Wyndham Grand Chicago Riverfront Fr $113+/Nt
Save with Expedia, $20/night less
$2,020 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $2,020
Expedia
$379 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $379
Expedia
$96 Chicago, Illinois Save at 4-Star W Chicago Lakeshore: $96 & Up in Nov
Expedia
$1,279 Chicago, Illinois Save at 4.5-Star Hotel: 3 Nts + Air to Chicago Fr $1,279
Expedia
$109 Chicago, Illinois Save Big This Nov! Book 3 Nts at dana and spa Fr $109+/Nt
Expedia
$127 Chicago, Illinois Save Big This Nov! Book 3 Nts at Hard Rock Chicago Fr $127+/Nt
Save with Expedia, $22/night less
$119 Chicago, Illinois Save Big This Nov! Book 3 Nts at Omni Chicago Fr $119+/Nt
Expedia
$103 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $103+/Nt
Expedia
$111 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $111+/Nt
Expedia
$207 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $207+/Nt
Expedia
$76 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $76+/Nt
Expedia
$89 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $89+/Nt
Expedia
$96 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $96+/Nt
Expedia
$81 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov at Central Loop Fr $81+/Nt
Save with Expedia, $8/night less
$109 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $109+/Nt
Expedia
$264 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $264+/Nt
Save with Expedia, $131/night less
$85 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $85+/Nt
Expedia
$90 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $90+/Nt
Expedia
$90 Chicago, Illinois Small budget: Book The Whitehall 3 Nts in Nov Fr $90+/Nt
Save with Expedia, $23/night less
$109 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $109+/Nt
Expedia
$134 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $134+/Nt
Expedia
$60 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $60+/Nt
Save with Expedia, $25/night less
$99 Chicago, Illinois Special deal: 3.5-Star Embassy Suites Chicago Downtown Fr $99+/Nt
Expedia
$99 Chicago, Illinois Special deal: 4-Star Hyatt Regency Chicago Fr $99+/Nt
Expedia
$93 Chicago, Illinois Special deal: 4-Star The Palmer House Hilton Fr $93+/Nt
Expedia
$297 Chicago, Illinois Special deal: 5-Star The Peninsula Chicago Fr $297+/Nt
Save with Expedia, $148/night less
$144 Chicago, Illinois The James Chicago on Sale: Book 3 Nts in Nov Fr $144+/Nt
Save with Expedia, $25/night less
$456 Rosemont, Illinois 4-Star Rosemont Sale! 3 Nts + Air Fr $456
Expedia
$110 Alsip, Illinois Alsip Savings! Book at Doubletree Chicago / Alsip Fr $110+/Nt
Expedia
$74 Countryside, Illinois Book 3 Nts in Countryside this Nov Fr $74+/Nt
Save with Expedia, $19/night less
PRICEDESTINATIONDEAL
$336 Newark, New Jersey Cheap Flights from San Diego
DealBase.com
$229 Newark, New Jersey Cheap Flights from St. Louis
DealBase.com
$220 Newark, New Jersey Cheap Flights from Raleigh
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