The Shorthaul – American: New York – Chicago (and vice versa) Under $180. Roundtrip, including all Taxes

For today’s The Shorthaul feature — New York – Chicago. For under $200, it is not a bad weekend getaway! Since we have not update our American Airlines Promo Code post in a while, check here for the newest one. We used a 7% promo code for this post to get it down to $168. What is The Shorthaul? Read here


Mileage Redemption Tip:

  • If you have American Express Membership Rewards or Chase Ultimate Rewards Points — transfer 15,000 points over to British Airways to redeem this trip. British Airways is partners with American Airlines and their award chart for New York <-> Chicago is only 15,000 miles vs if you went straight to American which requires 25,000 miles. That’s a saving of 10,000 miles.

Sample Date:

  • October 6th – 9th (Columbus Day Weekend). Valid for travel from September 4th – December 20th for Tuesday, Wednesday, Saturday departures. Use ITA Software Matrix Airfare Search and flexible month search to see availability. Must purchase 21 days in advance of departure.


  • LGA – ORD (Chicago) – LGA


  • 1,462 miles



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