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Chicago, IL Vacation Deals
| TYPE |
PRICE |
DESTINATION |
DEAL |
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$577 |
Chicago, Illinois |
3% OFF Sofitel Chicago Water Tower! 2 Nts + Air Fr $577
Travelocity
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$647 |
Chicago, Illinois |
Don't Miss This: BEST WESTERN Grant Park 3 Nts + Air Fr $647
Travelocity
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$723 |
Chicago, Illinois |
Don't Miss This: Chicago's Essex Inn 3 Nts + Air Fr $723
Travelocity
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$482 |
Chicago, Illinois |
Last Minute Vacation Sale! 2 Nts Chicago + Air Fr $482
Travelocity
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$682 |
Chicago, Illinois |
Last Minute Vacation Sale! 2 Nts Chicago + Air Fr $682
Travelocity
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$482 |
Chicago, Illinois |
Save on Your Vacation: 2 Nts ACME Company Chicago + Air Fr $482
Travelocity
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$472 |
Chicago, Illinois |
Save on Your Vacation: 2 Nts Wyndham Blake Chicago + Air Fr $472
Travelocity
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$737 |
Chicago, Illinois |
Super Sale! 3 Nts Sheraton Chicago and Towers + Air Fr $737
Travelocity
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$714 |
Chicago, Illinois |
Super Savings on Chicago 3 Nts Htl + Air Fr $714
Travelocity
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$799 |
Chicago, Illinois |
The Blackstone A Renaissance Biggest Sale! 3 Nts + Air Fr $799
Travelocity
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$601 |
Chicago, Illinois |
Top Vacation Sale! 2 Nts + Air as Low as $601
Travelocity
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$914 |
Chicago, Illinois |
Unbelievable Price! 2 Nts The Peninsula Chicago + Air Fr $914
Travelocity
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$1,119 |
Chicago, Illinois |
14% OFF Renaissance Chicago O'Hare Suites! 4 Nts + Air Fr $1,119
Travelocity
|
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$714 |
Chicago, Illinois |
Chicago 4-Star Hotel Sale! 4 Nts + Air Fr $714
Expedia
|
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$1,410 |
Chicago, Illinois |
15% OFF Chicago Marriott O'Hare! 4 Nts + Air Fr $1,410
Travelocity
|
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$723 |
Chicago, Illinois |
15% OFF Millennium Knickerbocker Chicago! 3 Nts + Air Fr $723
Travelocity
|
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$1,788 |
Chicago, Illinois |
2% OFF Holiday Inn Chicago - Mart Plaza! 8 Nts + Air Fr $1,788
Travelocity
|
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$1,888 |
Chicago, Illinois |
2% OFF Park Hyatt Chicago! 4 Nts + Air Fr $1,888
Travelocity
|
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$583 |
Chicago, Illinois |
32% OFF Hyatt Regency McCormick Place! 3 Nts + Air Fr $583
Travelocity
|
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$2,548 |
Chicago, Illinois |
5% OFF Monaco Chicago - a Kimpton! 8 Nts + Air Fr $2,548
Travelocity
|
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$1,242 |
Chicago, Illinois |
Chicago on Sale! 4 Nts + Air as Low as $1,242
Travelocity
|
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$2,987 |
Chicago, Illinois |
Last Minute Vacation Sale! 8 Nts Chicago + Air Fr $2,987
Travelocity
|
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$767 |
Chicago, Illinois |
Look no Further! Chicago 3 Nts + Air as Low as $767
Travelocity
|
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$1,267 |
Chicago, Illinois |
Look no Further! Chicago 4 Nts + Air as Low as $1,267
Travelocity
|
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$1,345 |
Chicago, Illinois |
Look no Further! Chicago 4 Nts + Air as Low as $1,345
Travelocity
|
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$864 |
Chicago, Illinois |
Look no Further! Chicago 4 Nts + Air as Low as $864
Travelocity
|
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$699 |
Chicago, Illinois |
Look no Further! Chicago 7 Nts + Air as Low as $699
Travelocity
|
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$1,941 |
Chicago, Illinois |
Look no Further! Chicago 8 Nts + Air as Low as $1,941
Travelocity
|
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$1,958 |
Chicago, Illinois |
Look no Further! Chicago 8 Nts + Air as Low as $1,958
Travelocity
|
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$1,063 |
Chicago, Illinois |
Super Sale! 4 Nts Hilton Chicago O'Hare Airport + Air Fr $1,063
Travelocity
|
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$1,440 |
Chicago, Illinois |
Super Sale! 4 Nts The James Chicago + Air Fr $1,440
Travelocity
|
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$830 |
Chicago, Illinois |
Super Sale! 4 Nts The Whitehall + Air Fr $830
Travelocity
|
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$732 |
Chicago, Illinois |
Super Savings on Chicago 3 Nts Htl + Air Fr $732
Travelocity
|
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$797 |
Chicago, Illinois |
Top Vacation Sale! 3 Nts + Air as Low as $797
Travelocity
|
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$1,992 |
Chicago, Illinois |
Unbelievable Price! 8 Nts JW Marriott Chicago + Air Fr $1,992
Travelocity
|
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$1,229 |
Rosemont, Illinois |
12% OFF The Westin O'Hare! 4 Nts + Air Fr $1,229
Travelocity
|
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$596 |
Glenview, Illinois |
3.5-Star Glenview Sale! 4 Nts + Air Fr $596
Expedia
|
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$1,110 |
Rosemont, Illinois |
14% OFF Hilton Rosemont / Chicago O'Hare! 4 Nts + Air Fr $1,110
Travelocity
|
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$600 |
Bloomingdale, Illinois |
Bloomingdale 3.5-Star Hotel Sale! 4 Nts + Air Fr $600
Expedia
|
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$1,139 |
Wood Dale, Illinois |
15% OFF Courtyard Chicago Wood Dale/Itasca! 4 Nts + Air Fr $1,139
Travelocity
|
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$475 |
Downers Grove, Illinois |
Dream Deal: Comfort Inn Downers Grove 4 Nts + Air Fr $475
Expedia
|
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$1,008 |
Schiller Park, Illinois |
16% OFF Candlewood Suites Chicago O'Hare! 4 Nts + Air Fr $1,008
Travelocity
|
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$681 |
Bridgeview, Illinois |
Dream Deal: Super 8 Bridgeview/Chicago Area 4 Nts + Air Fr $681
Expedia
|
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$1,141 |
Des Plaines, Illinois |
Des Plaines on Sale! 4 Nts + Air as Low as $1,141
Travelocity
|
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$446 |
Schiller Park, Illinois |
Incredible Savings: 4 Nts O'Hare Inn & Suites + Air Fr $446
Expedia
|
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$1,165 |
Rosemont, Illinois |
Last Minute Vacation Sale! 4 Nts Rosemont + Air Fr $1,165
Travelocity
|
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$455 |
Arlington Heights, Illinois |
Top: Arlington Heights Sale! 4 Nts + Air as Low as $455
Expedia
|
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$1,101 |
Itasca, Illinois |
Look no Further! Itasca 4 Nts + Air as Low as $1,101
Travelocity
|
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$441 |
Glenview, Illinois |
Unbeatable Price: 4 Nts Travelodge Glenview + Air Fr $441
Expedia
|
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$1,124 |
Rosemont, Illinois |
Super Sale! 4 Nts Crowne Plaza Chicago O'Hare + Air Fr $1,124
Travelocity
|
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$1,106 |
Rosemont, Illinois |
Super Sale! 7 Nts Chicago Marriott Suites O'Hare + Air Fr $1,106
Travelocity
|
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$1,124 |
Rosemont, Illinois |
Super Savings on Rosemont 4 Nts Htl + Air Fr $1,124
Travelocity
|
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$1,064 |
Schiller Park, Illinois |
Super Savings on Schiller Park 4 Nts Htl + Air Fr $1,064
Travelocity
|
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$1,136 |
Rosemont, Illinois |
Up to 14% OFF on Rosemont 4 Nts Htl + Air Fr $1,136
Travelocity
|
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$1,036 |
Rosemont, Illinois |
Up to 16% OFF on Rosemont 4 Nts Htl + Air Fr $1,036
Travelocity
|
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$1,140 |
Rosemont, Illinois |
12% OFF Hyatt Regency O'Hare! 4 Nts + Air Fr $1,140
Travelocity
|
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$750 |
Oak Forest, Illinois |
Top: Oak Forest Sale! 4 Nts + Air as Low as $750
Expedia
|
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$1,188 |
Rosemont, Illinois |
Super Savings on Rosemont 4 Nts Htl + Air Fr $1,188
Travelocity
|
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$472 |
Naperville, Illinois |
Travel for Less! 4 Nts BEST WESTERN Naperville Inn + Air Fr $472
Expedia
|
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$351 |
O'Fallon, Illinois |
Dream Deal: Days Inn O'Fallon 4 Nts + Air Fr $351
Expedia
|
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$1,157 |
Itasca, Illinois |
Itasca on Sale! 4 Nts + Air as Low as $1,157
Travelocity
|
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$1,106 |
Rosemont, Illinois |
Last Minute Vacation Sale! 4 Nts Rosemont + Air Fr $1,106
Travelocity
|
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$1,091 |
Rosemont, Illinois |
Super Savings on Rosemont 4 Nts Htl + Air Fr $1,091
Travelocity
|
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$1,163 |
Rosemont, Illinois |
Top Vacation Sale! 4 Nts + Air as Low as $1,163
Travelocity
|
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$974 |
Elk Grove Village, Illinois |
Up to 15% OFF on Elk Grove Village 4 Nts Htl + Air Fr $974
Travelocity
|
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$501 |
Glendale Heights, Illinois |
Up to 17% OFF on Glendale Heights 7 Nts Htl + Air Fr $501
Travelocity
|
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$699 |
Fairview Heights, Illinois |
Up to 8% OFF on Fairview Heights 7 Nts Htl + Air Fr $699
Travelocity
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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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