Skip to content

Deal Alert: East Coast to Chicago and Dallas from $76 Round-Trip

Aug. 19, 2016
4 min read
Deal Alert: East Coast to Chicago and Dallas from $76 Round-Trip
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, 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. Additionally, keep in mind that discounted partner fares may not earn miles with US-based carriers.

Flying short-haul in the US can often be very expensive in terms of cost per mile. But right now, American, Delta and United are all discounting fares from New York, Washington, D.C., Philadelphia and Boston to Chicago and Dallas. The cheapest flights depart on Tuesdays, Wednesdays, and Saturdays. You can use Google Flights to search for the flights you want and then complete the booking directly with the airlines or on Priceline. These discounted domestic fares are available for departures from now through next summer.

Airline: American, Delta and United
Route: East Coast cities to ORD and DFW.
Cost: $76+ round-trip in economy
Dates: August 2016 - May 2017
Booking Link: Priceline
Pay With: American Express Premier Rewards Gold, Citi Prestige or Chase Sapphire Preferred

Here are some examples of what you can book:

Boston (BOS) to Chicago (ORD) for $76 round-trip on United in September:

Boston (BOS) to Chicago (ORD) for $76 round-trip on United.

Baltimore (BWI) to Chicago (ORD) for $76 round-trip on United in September:

Screen Shot 2016-08-19 at 10.48.22 AM
Baltimore (BWI) to Chicago (ORD) for $76 round-trip on United.

New York (LGA) to Chicago (ORD) for $76 round-trip on United in September:

Sign up for our daily newsletter
New York (LGA) to Chicago (ORD) for $76 round-trip on United.

Philadelphia (PHL) to Chicago (ORD) for $96 round-trip on American in September:

Philadelphia (PHL) to Chicago (ORD) for $96 round-trip on American.

New York (LGA) to Dallas (DFW) for $96 round-trip on Delta in November:

Screen Shot 2016-08-19 at 10.44.54 AM
New York (LGA) to Dallas (DFW) for $96 round-trip on Delta.

Boston (BOS) to Dallas (DFW) for $80 round-trip on American in November:

Boston (BOS) to Dallas (DFW) for $80 round-trip on American.

Chicago (ORD) to Dallas (DFW) for $76 round-trip on American in October:

Chicago (ORD) to Dallas (DFW) for $76 round-trip on American.

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.

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

H/T: The Flight Deal

Featured image by Image courtesy of the City of Chicago.