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Top travel deals: Spend labor day in Chicago for $68 a night

Score Labor Day stays in Chicago, a winter trip to Italy, and so much more.

Jim Young/Reuters/File
An aerial view shows the skyline and lakefront of Chicago.

We've got all your vacations covered for the next six months in this week's roundup of the best travel deals. Score Labor Day stays in Chicago, a winter trip to Italy, and so much more.

American Airlines 1-Way Nationwide Fares
Vendor: ShermansTravel
Price: From $38.10
Lowest By: $9
Expires: November 30

Book fall flights now and save big with these American Airlines 1-way fares. Select routes are a current low by $9, beating budget airlines like Spirit and Frontier. Arrive in major hubs including Dallas, Chicago, Charleston, Los Angeles, and more.

On the ShermansTravel landing page, click on "" in the main paragraph to see these fares. This price is valid on flights departing from New Orleans, LA, (MSY) with arrival in Dallas, TX, (DFW) on September 7. This travel deal is valid for travel through November 30.

Labor Day Stays in Chicago, IL
Vendor: Hipmunk
Price: From $68 per night
Lowest By: $2

Spend your Labor Day vacay in Chicago! You'll save $2 over other booking sites with this deal, scoring hotel rooms from around $68 per night. Take in top-rated sites during your stay, like the Art Institute of Chicago or Millennium Park. Catch a game at Wrigley Field. If none of those sound like your idea of fun, consider taking part in a walking tour. There's a tour for every personality, whether you want to sightseeeat local fare, or experience Chicago brews.

We found this rate on September 4. Additional fees may apply.

Carnival 6-Night Eastern Caribbean Cruise for 2
Vendor: Vacations to Go via @TravelDeals
Price: From $758
Lowest By: $100
Expires: September 1

Book this Carnival cruise for two now, and enjoy a late fall getaway in October. See the gorgeous Half Moon Beach in Half Moon Cay, and have a full but relaxing day taking part in a number of activities at Amber Cove. Try snorkeling in Gibbs Cay, or check out the Grand Turk Lighthouse.

This roundtrip cruise aboard the Carnival Conquest departs from Ft. Lauderdale, FL, on October 23 and stops in Half Moon Cay, Bahamas; Amber Cove, Dominican Republic; and Grand Turk, Turks and Caicos Islands. Additional fees may apply. Book this travel deal by September 1.

Italy 6-Night Escorted Vacation for 2
Vendor: Gate 1 Travel via ShermansTravel
Price: From $2,998 via code "SHWAFTY110"
Lowest By: $540
Expires: August 31

Take the ultimate Italian vacation with this flight and hotel package for two. You'll save $540 on what is sure to be a memorable trip. See the Island of Murano, take a walking tour of Venice (which includes visits to St. Mark's Square and the Doge's Palace), and more. This getaway also includes visits to Tuscany, Pisa, Florence, Assisi, and Rome, and all of their can't-miss sites.

This price is based on departure on January 24, 2017 from New York, NY, (JFK) with arrival in Venice, Italy, (VCE); other departure cities are available for an additional cost. This deal includes roundtrip airfare; hotel stays in Venice, Florence, and Rome; daily breakfast; sightseeing tours as per itinerary; and more. Note that additional fees may apply. Book this travel deal by August 31 for travel from November 26, 2016 through March 21, 2017.

JetBlue Roundtrip Fares to Florida
Vendor: JetBlue Airways via ShermansTravel
Price: From $126.20
Lowest By: $10
Expires: August 31

Book one of these select JetBlue fares to Florida and soak up the last bit of summer with a beachy escape. You'll save at least $10 on these flights, which start at around $126. And if you want to do more than just stay on the beach, there are plenty of other options in cities like Fort Lauderdale, Orlando, Jacksonville, and Tampa.

On the ShermansTravel landing page, click on "" in the main paragraph to book this deal. This price is valid on flights departing from Washington D.C. (DCA) with arrival in Fort Lauderdale, FL, (FLL) on September 6 and return on September 8. Book this travel deal by August 31 for flights throughout September.

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