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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® Gold Card, 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 American.

New York (LGA) to Chicago (ORD) for $80 on United (earns 1,466 PQMs):

New York (LGA) to Chicago (ORD) for $80 on United.

Chicago (ORD) to New York (LGA) for $80 on American (earns 1,467 EQMs):

Chicago (ORD) to New York (LGA) for $80 on American.

Chicago (ORD) to New York (LGA) for $80 on United (earns 1,466 PQMs):

Chicago (ORD) to New York (LGA) for $80 on United.

Maximize Your Purchase

Don’t forget to use a credit card that earns additional points on airfare purchases, such as the American Express® Gold Card 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!

American Express® Gold Card

With some great bonus categories, the American Express Gold Card has a lot going for it. The card offers 4x points at US restaurants, at US supermarkets (up to $25,000; then 1x), and 3x points on flights booked directly with airlines or through amextravel.com. It is currently offering a welcome bonus of 35,000 bonus points after you spend $2,000 in the first three months.

Apply Now
More Things to Know
  • Earn 35,000 Membership Rewards® Points after you spend $2,000 on eligible purchases with your new Card within the first 3 months.
  • Earn 4X Membership Rewards® points at U.S. restaurants. Earn 4X Membership Rewards® points at U.S. supermarkets (on up to $25,000 per year in purchases, then 1X).
  • Earn 3X Membership Rewards® points on flights booked directly with airlines or on amextravel.com.
  • Earn up to $10 in statement credits monthly when you pay with The Gold Card at Grubhub, Seamless, The Cheesecake Factory, Shake Shack, and Ruth's Chris Steak House. This is an annual savings of up to $120. Enrollment required.
  • $100 Airline Fee Credit: up to $100 in statement credits per calendar year for incidental fees at one selected qualifying airline.
  • Choose to carry a balance with interest on eligible charges of $100 or more.
  • No Foreign Transaction Fees.
  • Annual Fee is $250.
  • Terms apply.
  • See Rates & Fees
Intro APR on Purchases
N/A
Regular APR
See Rates & Fees
Annual Fee
$250
Balance Transfer Fee
See Terms
Recommended Credit
Excellent/Good
Terms and restrictions apply. See rates & fees.

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