Deal Alert: New York to Chicago From $86 Round-Trip

Nov 8, 2016

This post contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. Terms apply to the offers listed on this page. For an explanation of our Advertising Policy, visit this page.

Update: Some offers mentioned below are no longer available. View the current offers here.

Want to see the latest flight deals as soon as they’re published? Follow The Points Guy on Facebook and Twitter, and subscribe to text message alerts from our deals feed, @tpg_alerts.

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 or Expedia, which allows you to cancel flights without penalty by 11pm Eastern Time within one day of booking. However, if you’re using the American Express Platinum Card, you’ll need to book directly with the airline or through the Amex Travel portal to get 5x MR points. Remember: Fares may disappear quickly, so book right away and take advantage of Orbitz or Expedia’s courtesy cancellation if you’re unable to get the time away from work or family.

Don’t think $100 is enough to book an awesome trip? Think again. American Airlines is currently offering sub-$100 fares for flights between New York (LGA) and Chicago (ORD) both ways, valid for departures this December. While this deal does exclude Christmas itself, it’s a great opportunity to get away and see either one of these great cities for the incredibly low price of just $86 round-trip. This is an even better deal if you have the Ritz-Carlton Rewards Credit Card — you can book the trip for you and a companion for just $72 total, or $36 per person! If you’re interested, make sure to act fast — these fares won’t be around for long.

Airline: American Airlines
Route: LGA to ORD (and vice versa)
Cost: $86 round-trip in economy
Dates: December 2016
Booking Link: Orbitz or Expedia 
Pay With: The Platinum Card from American Express (5x on airfare), Chase Sapphire Reserve, Premier Rewards Gold Card from American Express, Citi Prestige (3x on airfare) or Chase Sapphire Preferred (2x on travel)

Here are a few examples of what you can book:

New York (LGA) to Chicago (ORD) for $86 round-trip in December:

screen-shot-2016-11-08-at-10-12-41-am
New York (LGA) to Chicago (ORD) for $86 round-trip.

Chicago (ORD) to New York (LGA) for $86 round-trip in December:

screen-shot-2016-11-08-at-10-13-35-am
Chicago (ORD) to New York (LGA) for $86 round-trip.

Maximize Your Purchase

Don’t forget to use a credit card that earns additional points on airfare purchases, such as the American Express Platinum Card (5x on flights booked directly with airlines or American Express Travel), Chase Sapphire Reserve, 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.

If you’re able to score one of these tickets, please share the good news in the comments below!

Featured image of Chicago courtesy of Getty Images.

H/T: The Flight Deal

Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Disclaimer: The responses below are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all posts and/or questions are answered.