Advertiser Disclosure

Many of the credit card offers that appear on this site are from credit card companies from which we receive financial compensation. This compensation may impact how and where products appear on this site (including, for example, the order in which they appear). However, the credit card information that we publish has been written and evaluated by experts who know these products inside out. We only recommend products we either use ourselves or endorse. This site does not include all credit card companies or all available credit card offers that are on the market. See our advertising policy here where we list advertisers that we work with, and how we make money. You can also review our credit card rating methodology.

[Expired] [Award Alert] Chicago to Italy This Summer in Business Class From 57.5k Miles

Stella Shon's image
Stella Shon
Stella Shon's image

Stella Shon

News Managing Editor

Countries Visited: 25U.S. States Visited: 22

With a degree in media and journalism, Stella has been in the points and miles game for more than 6 years. She most recently worked as a Corporate Communications Analyst for JetBlue. Find her work in ...
Edited by: Nick Ellis
Nick Ellis's image

Nick Ellis

Editor & Content Contributor

Countries Visited: 35U.S. States Visited: 25

Nick’s passion for points began as a hobby and became a career. He worked for over 5 years at The Points Guy and has contributed to Business Insider and CNN. He has 14 credit cards and continues to le...

We may be compensated when you click on product links, such as credit cards, from one or more of our advertising partners. Terms apply to the offers below. See our Advertising Policy for more about our partners, how we make money, and our rating methodology. Opinions and recommendations are ours alone.

Update:The offer mentioned below has expired and is no longer available.

Want to use miles to get to Italy this summer? Get ready to book some flights, because we’ve found nearly a dozen dates available in business class this July and August.

These flights are operated by American Airlines — with up to 5 business class seats per date.


Award Deal — Details

The absolute best deal you can score is by booking through Alaska’s MileagePlan loyalty program, as you can redeem just 57,500 miles and $19 in taxes and fees for a one-way ticket. The flight is operated by American, on the airline’s nonstop route from Chicago to Venice this summer.

  • Class: Business
  • Flight Number: AA42
  • Route: Chicago (ORD) to Venice (VCE)
  • Cost: As low as 57,500 miles
  • Dates: July and August 2024
  • Seats: Available for up to 5 passengers

This excellent award rate is available scattered throughout the Summer 2024 schedule, including the following dates at the time of writing: July 15, 21-22, 28-29, and August 4-6, 11, 13, 18, and 25.

Alaska MileagePlan ORD VCE
Alaska’s flexible calendar search is the best way to find available dates as quickly as possible. Image Credit: Alaska Airlines

That said, Alaska miles can be difficult to earn as there are no major transferable partners at this time.

Finally, there are also many return dates available throughout August 2024.

Book With Transferable Points and Miles

Fortunately, you can book these same award flights through Qantas Frequent Flyer, which is a transfer partner of several programs, including Amex Membership Rewards, Capital One Miles, and Citi ThankYou Points.

The rates are a bit higher (68,400 miles and $233 in taxes and fees), but for a lie-flat seat to Europe in the peak summer travel season, we certainly can’t complain.

Image Credit: Rebe Adelaida via Unsplash

If you have American Airlines AAdvantage miles, you can also use 80,500 miles and pay $5.60 in taxes and fees for these same tickets. You can transfer your Bilt Rewards points (1:1) or Marriott Bonvoy points (3:1) to AAdvantage.

Hot Tip:

If you want to save your miles and book an economy ticket instead, you can fly this same route for as few as 25,000 miles one-way. This deal is easily one of the cheapest ways to get to Europe this summer.

Final Thoughts

With availability for up to 5 passengers on select dates, you’ll need to act fast if you’re interested in booking a trip to Italy (or anywhere else in Europe) this summer.

Whether you’re based in Chicago or will need to book a positioning flight to get to O’Hare International Airport, this deal is absolutely worth jumping on before it’s too late.

Stella Shon's image

About Stella Shon

With a degree in media and journalism, Stella has been in the points and miles game for more than 6 years. She most recently worked as a Corporate Communications Analyst for JetBlue. Find her work in The New York Times, USA Today, and more.


Deluxe Travel Provided by UP Pulse

Get the latest travel tips, crucial news, flight & hotel deal alerts...

Plus — expert strategies to maximize your points & miles by joining our (free) newsletter.

We respect your privacy. This site is protected by reCAPTCHA. Google's privacy policy and terms of service apply.

Deluxe Travel Provided by UP Pulse Protection Status