Deal Alert: Boston and Chicago to West Coast From $98 Round-Trip

Jul 27, 2017

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Airfare deals are typically only available on limited dates. We recommend 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. 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.

West Coast, Best Coast, right? Find out for yourself this fall with cheap flights to Los Angeles (LAX) and Portland (PDX) from both Chicago or Boston (and vice versa). The cheap fares are available on American and United from late October through early November for as little as $98 round-trip. Do your research on Google Flights and then you can complete booking through an OTA like Expedia or Orbitz.

Airlines: American, United
Routes: ORD to LAX and reverse, BOS to PDX
Cost: $98+ round-trip in economy
Dates: August — November 2017
Booking Link: Orbitz or Expedia 
Pay With: Chase Sapphire Reserve, 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 Los Angeles (LAX) for $98 round-trip on American:

Screen Shot 2017-07-27 at 1.40.49 PM

Los Angeles (LAX) to Chicago (ORD) for $98 round-trip on American:

lax-ord 98

Chicago (ORD) to Los Angeles (LAX) for $98 round-trip on United:

Screen Shot 2017-07-27 at 1.33.53 PM

Los Angeles (LAX) to Chicago (ORD) for $98 round-trip on United:

Screen Shot 2017-07-27 at 1.37.49 PM

Boston (BOS) to Portland (PDX) for $136 round-trip on American:

Screen Shot 2017-07-27 at 1.48.23 PM

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, or Citi Prestige (3x on airfare) or the Chase Sapphire Preferred (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: Secret Flying

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