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Airfare deals are typically only available on limited dates. We recommend that you use Google Flights to find dates to fly, then book through an online travel agency, such as Orbitz, which allows you to cancel flights without penalty by 11pm Eastern Time within one day of booking. Remember: Fares may disappear quickly, so book right away and take advantage of Orbitz’s courtesy cancellation if you’re unable to travel.
There are currently fantastic airfares to be had if you’re looking to travel between NYC and Chicago this winter. Today, both American and United are offering cheap flights for travel dates this winter between Chicago (ORD) and New York (LGA). Flights are available a few days each week throughout December, January and February, including some Saturday travel dates. Flights generally run around $80 round-trip, although you might be able to get a cheaper fare if your outbound and return flights are on the same date.
Airlines: American and United
Routes: ORD to JFK (and vice-versa)
Cost: $80+ round-trip in economy
Dates: December 2015 through February 2016
Elite Mileage Earning: At least 1,467 elite-qualifying miles or 1,466 premier-qualifying miles
Fare Class: N or O
Booking Link: Orbitz
Pay With: American Express Premier Rewards Gold, Citi Prestige or Chase Sapphire Preferred
Here are a few examples of what you can book:
New York (LGA) to Chicago (ORD) for $80 on American (earns 1,467 EQMs):
New York (LGA) to Chicago (ORD) for $80 on United (earns 1,466 PQMs):
Chicago (ORD) to New York (LGA) for $80 on American (earns 1,467 EQMs):
Chicago (ORD) to New York (LGA) for $80 on United (earns 1,466 PQMs):
Maximize Your Purchase
Don’t forget to use a credit card that earns additional points on airfare purchases, such as the American Express Premier Rewards Gold or Citi Prestige (3x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this post for more on maximizing airfare purchases.
H/T: The Flight Deal
If you’re able to score one of these tickets, please share the good news in the comments below!