Deal Alert: Domestic Flights From Chicago Starting at $82 Round-Trip

Aug. 21, 2017

•

5 min read

Deal Alert: Domestic Flights From Chicago Starting at $82 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 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 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.

Live in the Windy City or have it on your radar to visit? You're in luck. American is offering discounted fares on several routes between Chicago (ORD) and many other US cities. Most of the fares that we're seeing work in both directions, meaning you can fly to or from ORD at the same cost. Best of all, these fares are not basic economy, so you'll get the normal AA experience.

Arguably the best fare we're seeing is between ORD and Los Angeles (LAX) for $90 round-trip. Availability is scattered throughout the rest of the year and into February 2018. We recommend using Google Flights' calendar function to browse for dates and then to book through Orbitz, Expedia or American's website.

Airline: American
Route: ORD to DEN/DFW/LAX/LGA/MIA/MSP/SFO and vice versa
Cost: $82+ round-trip in economy
Dates: October 2017 - February 2018
Booking Link: Orbitz or Expedia
Pay With: The Platinum Card from American Express (5x on airfare), Chase Sapphire Reserve, American Express® Gold Card, Citi Prestige (3x on airfare) or Chase Sapphire Preferred (2x on travel)

Here are a few examples of what you can book:

Chicago (ORD) to New York (LGA) for $82 round-trip in January:

New York (LGA) to Chicago (ORD) for $82 round-trip in December:

Chicago (ORD) to Dallas (DFW) for $82 round-trip in February:

Chicago (ORD) to Minneapolis (MSP) for $82 round-trip in December:

Chicago (ORD) to Denver (DEN) for $86 round-trip in January:

Chicago (ORD) to Los Angeles (LAX) for $90 round-trip in January:

Los Angeles (LAX) to Chicago (ORD) for $90 round-trip in February:

Chicago (ORD) to Miami (MIA) for $100 round-trip in December:

Chicago (ORD) to San Francisco (SFO) for $110 round-trip in November:

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® 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.

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