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Flight + Hotel(optional car available) |
Flight + Luxury HotelYour dates from $259 |
Flight + CarYour dates from $207 |
| Destination | Dates | Price per Person |
|---|---|---|
|
Chicago, IL |
All Dates | from $237 |
| See options below | ||
See all available dates from $237
Available Dates
| Destination | Dates | Price per Person |
|---|---|---|
|
Chicago, IL |
Thu, Feb, 11 - Sun, Feb 14 | from $330 |
|
Chicago, IL |
Fri, Feb, 12 - Sun, Feb 14 | from $398 |
|
Chicago, IL |
Sat, Feb, 13 - Mon, Feb 15 | from $398 |
| Destination | This Weekend | Price per Person |
|---|---|---|
|
Chicago, IL |
Leaving Thu, Feb 11
Returning Sun, Feb 14 Returning Mon, Feb 15 Returning Tue, Feb 16 |
from $330 from $367 from $366 |
|
Chicago, IL |
Leaving Fri, Feb 12
Returning Sun, Feb 14 Returning Mon, Feb 15 Returning Tue, Feb 16 |
from $398 from $436 from $474 |
|
Chicago, IL |
Leaving Sat, Feb 13
Returning Mon, Feb 15 Returning Tue, Feb 16 |
from $398 from $408 |
| Destination | Next Weekend | Price per Person |
|---|---|---|
|
Chicago, IL |
Leaving Thu, Feb 18
Returning Sun, Feb 21 Returning Mon, Feb 22 Returning Tue, Feb 23 |
from $299 from $289 from $282 |
|
Chicago, IL |
Leaving Fri, Feb 19
Returning Sun, Feb 21 Returning Mon, Feb 22 Returning Tue, Feb 23 |
from $294 from $266 from $259 |
|
Chicago, IL |
Leaving Sat, Feb 20
Returning Mon, Feb 22 Returning Tue, Feb 23 |
from $244 from $237 |
| Destination | More Weekends | Price per Person |
|---|---|---|
|
Chicago, IL |
Leaving Thu, Feb 25
Returning Sun, Feb 28 Returning Mon, Mar 1 Returning Tue, Mar 2 |
from $299 from $334 from $364 |
|
Chicago, IL |
Leaving Fri, Feb 26
Returning Sun, Feb 28 Returning Mon, Mar 1 Returning Tue, Mar 2 |
from $264 from $299 from $330 |
|
Chicago, IL |
Leaving Sat, Feb 27
Returning Mon, Mar 1 Returning Tue, Mar 2 |
from $264 from $288 |
Compare your options instantly! We have already priced alternatives based on your search so you can easily find the best deal for you.
Nearby Destinations
| Destination | Dates | Price per Person |
|---|---|---|
|
Chicago Vicinity, IL
|
All Dates | from $227 |
|
Chicago, IL
(includes luxury hotel) |
All Dates | from $259 |
Other Destinations in the Midwest
| Destination | Dates | Price per Person |
|---|---|---|
|
Akron/ Canton, OH
|
All Dates | from $215 |
|
Milwaukee, WI
|
All Dates | from $216 |
|
Indianapolis, IN
|
All Dates | from $224 |
|
Cleveland, OH
|
All Dates | from $235 |
|
Minneapolis/ St. Paul, MN
|
All Dates | from $249 |
|
St. Louis, MO
|
All Dates | from $250 |
Other Big City Destinations
| Destination | Dates | Price per Person |
|---|---|---|
|
Atlanta, GA
|
All Dates | from $215 |
|
Dallas, TX
|
All Dates | from $244 |
|
Houston, TX
|
All Dates | from $253 |
|
Fort Worth, TX
|
All Dates | from $261 |
Chicago: Why Go
Chicago, IL: Our Kind of Town
Breeze into the Windy City, where you'll be blown away by a skyline of famous skyscrapers, miles of magnificent shopping, and nothing less than that spirited, Mid-Western charm.
Where the locals go: Chug an "Old Style" and bite into a hot dog while cheering the Cubbies at Wrigley Field, arguably the country's most charming ball park. Hard-core fans may sit in the bleachers in hopes of catching a homerun hit, but there's hardly a bad seat at the "Friendly Confines."
History lesson: Chicago is the birthplace of the modern skyscraper. Opt for the Chicago Architecture Foundation's River Cruise--touristy, but undoubtedly the most awe-inspiring perspective on everything from Art Deco masterpieces to Ludwig Mies van der Rohe's minimalism.
Did we mention it's free? From tropical skinks and salamanders to arctic penguins and polar bears, a visit to Lincoln Park Zoo is a crowd-pleaser. Open 365 days a year, this zoo, established in 1868, is among the nation's oldest.
Local flavor: You can't go wrong with porterhouse, rib-eye, or any other slab of meat at the original Mortons, the paradigm of Chicago-style steakhouses. And whether you take yours deep-dish or stuffed, you've got to try the "pot pie" pizza at Chicago Pizza & Oven Grinder.
As seen on TV: Channel John Belushi's short-order cook stint on SNL with a "Cheezburgah, Cheezburgah, Cheezburgah...," at the skit's inspiration, the Billy Goat Tavern, home to a killer double-cheeseburgah on a Kaiser roll.
The real deal: Lighten up at The Second City, the comedy club where the likes of Dan Aykroyd, Mike Myers, Bill Murray, and Chris Farley got their big breaks -- we think it's a national treasure, no joke.
Get your bearings: If you want to get around Chicago like a Chicagoan, get to know "the Loop" and "the L." Think: the Loop is the business district that is circled by the mass-transit, elevated train called the L (and the Chicago River).
Place we love, even if it's touristy: With 110 stories rising a quarter mile into the sky, the Sears Tower is the tallest building in North America. On a clear day you can see four states from the skydeck on the 103rd floor.
Where to blow a paycheck: Rain, snow, or shine, shopaholics flock to the Magnificent Mile, packed with department stores, boutiques, and specialty shops. Nearby on State Street is the historic, ornate Marshall Fields with a Tiffany ceiling and a lavishly decorated Great Tree during the holidays.
Breeze into the Windy City, where you'll be blown away by a skyline of famous skyscrapers, miles of magnificent shopping, and nothing less than that spirited, Mid-Western charm.
Where the locals go: Chug an "Old Style" and bite into a hot dog while cheering the Cubbies at Wrigley Field, arguably the country's most charming ball park. Hard-core fans may sit in the bleachers in hopes of catching a homerun hit, but there's hardly a bad seat at the "Friendly Confines."
History lesson: Chicago is the birthplace of the modern skyscraper. Opt for the Chicago Architecture Foundation's River Cruise--touristy, but undoubtedly the most awe-inspiring perspective on everything from Art Deco masterpieces to Ludwig Mies van der Rohe's minimalism.
Did we mention it's free? From tropical skinks and salamanders to arctic penguins and polar bears, a visit to Lincoln Park Zoo is a crowd-pleaser. Open 365 days a year, this zoo, established in 1868, is among the nation's oldest.
Local flavor: You can't go wrong with porterhouse, rib-eye, or any other slab of meat at the original Mortons, the paradigm of Chicago-style steakhouses. And whether you take yours deep-dish or stuffed, you've got to try the "pot pie" pizza at Chicago Pizza & Oven Grinder.
As seen on TV: Channel John Belushi's short-order cook stint on SNL with a "Cheezburgah, Cheezburgah, Cheezburgah...," at the skit's inspiration, the Billy Goat Tavern, home to a killer double-cheeseburgah on a Kaiser roll.
The real deal: Lighten up at The Second City, the comedy club where the likes of Dan Aykroyd, Mike Myers, Bill Murray, and Chris Farley got their big breaks -- we think it's a national treasure, no joke.
Get your bearings: If you want to get around Chicago like a Chicagoan, get to know "the Loop" and "the L." Think: the Loop is the business district that is circled by the mass-transit, elevated train called the L (and the Chicago River).
Place we love, even if it's touristy: With 110 stories rising a quarter mile into the sky, the Sears Tower is the tallest building in North America. On a clear day you can see four states from the skydeck on the 103rd floor.
Where to blow a paycheck: Rain, snow, or shine, shopaholics flock to the Magnificent Mile, packed with department stores, boutiques, and specialty shops. Nearby on State Street is the historic, ornate Marshall Fields with a Tiffany ceiling and a lavishly decorated Great Tree during the holidays.