Image Credits: Joe Parks, Creative Commons 2.0 (flickr)
Published May 12, 2020 by

Cheap Flights: Chicago to/from Honolulu $339-$346 r/t [July-September] – American Airlines

[05/12/2020 @ 01:47 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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Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and June. This fare has departures later in the year.

American Airlines has round-trip flights from Chicago (ORD) to Honolulu (HNL) for $339-$346 with a connection. Flights July to September. No Friday departures. Extended Weekends available. Origin/Destination reversible.

Note: 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.

Change fees on AA are being waived for flights booked before May 31st, so if your plans change or if there are still restrictions in place during your date of travel, you can change your flight without a fee.

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  • Extended Weekend Dates: (Skyscanner / Priceline) JuL 11 – JuL 13 / JuL 11 – JuL 14 / JuL 16 – JuL 19 / JuL 16 – JuL 20 / JuL 16 – JuL 21 / JuL 30 – Aug 03 / JuL 30 – Aug 04 / Aug 08 – Aug 10 / Aug 08 – Aug 11 / Aug 15 – Aug 17 / Aug 15 – Aug 18 / Aug 22 – Aug 24 / Aug 27 – Aug 31 / Aug 29 – Aug 31 / Sep 05 – Sep 07 / Other dates: There are more dates available than the ones we list here, experiment on your own.

When you are ready to book your flight or hotel, please use the links on our site to begin your booking process so we receive credit for the referral.

  • 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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Other Useful Links:

  • [Budget Travel] – list all the posts that deal with Budget Travel (filter out all the flight deal posts)

EXAM:ORD,MDW:HNL:-UA*-UA:1::e-:7,5,4,3,2:840:350:SP:avg658

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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