Image Credits: Ricardo Diaz, Creative Commons 2.0
Published May 12, 2020 by

Nonstop Flights: Chicago to/from Cancun $161 r/t [August-November] – American Airlines

[05/12/2020 @ 06:05 PM CT] Book this fare on: Priceline, Travelocity, Skyscanner, Expedia, Orbitz, Hotwire, CheapTickets.

Deals are usually valid 24 to 72 hours after posting, but can expire at any time (see time-stamp).

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We do not recommend travel to Mexico with May-July departures. This fare is for departures later on in the year.

American Airlines has round-trip flights from Chicago (ORD) to Cancun (CUN) for $161, NONSTOP. Flights July to November. Weekends available. Origin/Destination reversible.

Change fees are currently being waived by American Airlines. If your schedule or situation changes, you can modify your dates without a change fee. [Policy link]

Carry-on bag is allowed for free on American Airlines. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

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  • Extended Weekend Dates: (Skyscanner / Priceline) Aug 01 – Aug 03 / Aug 01 – Aug 04 / Aug 06 – Aug 09 / Aug 06 – Aug 10 / Aug 06 – Aug 11 / Aug 07 – Aug 11 / Aug 07 – Aug 12 / Aug 08 – Aug 10 / Aug 08 – Aug 11 / Aug 13 – Aug 16 / Aug 13 – Aug 17 / Aug 13 – Aug 18 / Aug 14 – Aug 18 / Aug 14 – Aug 19 / Aug 15 – Aug 17 / Aug 15 – Aug 18 / Aug 20 – Aug 23 / Aug 20 – Aug 24 / Aug 20 – Aug 25 / Aug 21 – Aug 25 / Aug 21 – Aug 26 / Aug 22 – Aug 24 / Aug 22 – Aug 25 / Aug 27 – Aug 30 / Aug 27 – Aug 31 / Aug 27 – Sep 01 / Aug 28 – Sep 01 / Aug 28 – Sep 02 / Aug 29 – Aug 31 / Aug 29 – Sep 01 / Sep 10 – Sep 15 / Sep 11 – Sep 15 / Sep 11 – Sep 16 / Sep 12 – Sep 15 / Sep 17 – Sep 21 / Sep 17 – Sep 22 / Sep 18 – Sep 22 / Sep 18 – Sep 23 / Sep 19 – Sep 21 / Sep 19 – Sep 22 / Sep 24 – Sep 27 / Sep 24 – Sep 28 / Sep 24 – Sep 29 / Sep 25 – Sep 29 / Sep 25 – Sep 30 / Sep 26 – Sep 28 / Sep 26 – Sep 29 / Oct 23 – Oct 28 / Oct 31 – Nov 03 / Other dates: There are more dates available than the ones we list here, experiment on your own.

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  • Tips: The Chase Sapphire Preferred® Card allows for 1-to-1 point transfers to several airline loyalty programs. Booking with points is a good alternative to paying with cash when the price of airfare is high. Here is the current list of Chase Sapphire transfer partners: United, Southwest, jetBlue, British Airways, Iberia, Singapore Airlines, Emirates, Air France, KLM, Virgin Atlantic, Aer Lingus, and Air Canada.
  • Tips: Use Tripadvisor to create a Hotel “short list”. First, plug in your dates and destination. Then select “Sort by Traveler Ranked”. Finally, select the “Traveler Ranking” filter to show “only 4* and up”. Use this resulting “short list” of hotels to find the cheapest one with a high ranking.
  • Tips: Hotel rates for Weekend dates are usually higher than the rates for Sunday through Thursday. Tripadvisor has a color-coded date calendar, red when the average hotel price for that day is more expensive, green for less expensive. You can use this to get an overview of what dates in the month are at a discount.
  • Tips: Different booking websites will often have differing routes, prices, and availability. Before you finalize your purchase, do a quick check on BookingBuddy, Skyscanner, and Kayak to see if any other site or airline is offering a better deal.

I was able to pull this up on Priceline. Screenshot taken when this post was initially created. See timestamps at the top of this post.

Flight Details:


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EXAM:ORD,MDW:CUN:-UA,-NK,-F9,-SY,-B6,-Y4,-4O*-UA,-NK,-F9,-SY,-B6,-Y4,-4O:0::e:7,5,4,3,2:1440:176:SP:avg219

Ren P. Artemio

Ren P. Artemio

Ren is the Chief Director of Nap Times at Escape Houston, Escape ATX, Cheap DFW, and Escape Flights. He really likes researching airfare and the travel industry, especially when it means getting a cheap flight to anywhere (he's not picky).

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