American Airlines has round-trip flights from Dallas (DFW) to Chicago (ORD) for $97, NONSTOP. August to December. Departures on Tuesday, Wednesday, and Saturday.
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.
- All Example Dates: (BookingBuddy / Priceline) Aug 20 – Aug 22 / Aug 20 – Aug 23 / Sep 03 – Sep 10 / Sep 04 – Sep 09 / Sep 04 – Sep 11 / Sep 09 – Sep 11 / Sep 09 – Sep 14 / Sep 10 – Sep 14 / Sep 10 – Sep 17 / Sep 15 – Sep 17 / Sep 15 – Sep 18 / Sep 15 – Sep 20 / Sep 17 – Sep 20 / Sep 17 – Sep 21 / Sep 17 – Sep 24 / Sep 18 – Sep 20 / Sep 18 – Sep 21 / Sep 18 – Sep 25 / Sep 23 – Sep 25 / Sep 23 – Sep 28 / Sep 23 – Sep 30 / Sep 24 – Sep 28 / Sep 24 – Oct 01 / Sep 25 – Sep 28 / Sep 25 – Sep 30 / Sep 29 – Oct 01 / Oct 01 – Oct 05 / Oct 02 – Oct 05 / Oct 08 – Oct 12 / Oct 09 – Oct 12 / Oct 15 – Oct 19 / Oct 16 – Oct 19 / Oct 19 – Oct 26 / Oct 22 – Oct 26 / Oct 23 – Oct 26 / Oct 26 – Nov 02 / Oct 29 – Nov 02 / Oct 30 – Nov 02 / Nov 02 – Nov 09 / Nov 05 – Nov 09 / Nov 05 – Nov 12 / Nov 06 – Nov 09 / Nov 06 – Nov 11 / Nov 06 – Nov 13 / Nov 07 – Nov 09 / Nov 07 – Nov 11 / Nov 07 – Nov 12 / Nov 07 – Nov 14 / Nov 09 – Nov 11 / Nov 09 – Nov 12 / Nov 09 – Nov 13 / Nov 09 – Nov 14 / Nov 09 – Nov 16 / Nov 11 – Nov 13 / Nov 11 – Nov 14 / Nov 11 – Nov 16 / Nov 12 – Nov 14 / Nov 12 – Nov 16 / Nov 12 – Nov 17 / Nov 13 – Nov 16 / Nov 13 – Nov 17 / Nov 14 – Nov 16 / Nov 14 – Nov 17 / Nov 14 – Nov 19 / Nov 16 – Nov 19 / Dec 07 – Dec 09 / Dec 07 – Dec 10 / Dec 07 – Dec 14 / Dec 10 – Dec 14 / Dec 11 – Dec 14 / 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 page to begin your booking process so we receive credit for the referral.
- Tips: Vacation rentals on Vrbo are usually cheaper per night for longer stays than shorter stays. This is due to three main factors; The first is that most properties have a cleaning fee that is a fixed rate, the second is that many hosts provide discounts for stays longer than 6-days, the third is that the Vrbo service fee percentage is higher on short stays.
- Tips: You can (and should) sort the Vrbo vacation rental search results by “Total” price. Doing so exposes properties with high fees. For example, a $140 per-night property with $100 fees will rank as being more expensive than a $150 per-night property with $30 fees, when sorted. Sorting by “most reviews” is also a good option, as this will show you the most popular properties.
- Tips: Rent a car for cheaper by using Priceline’s “Express Deals”. The rental car company will be hidden until after you purchase, but this allows those companies to undercut the published rate indirectly. You can remove low quality companies from those hidden results. The trick is to use the quality filter on their website to remove any rental car company with a review rating under 7.0 and then pick the deals that survive the filter.
- 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.
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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.
Note: OTAs such as Travelocity and Priceline allow free cancellation without penalty within 24-hours after you purchase. As deals sell-out or expire quickly, this policy will allow you to “lock-in” the cheap fare while you sort out a plan. Just keep in mind that after 24-hours you will not be able to cancel without the regular penalty.
- Previous Lowest Price Average: $92
- Book this fare on: Priceline, BookingBuddy, Travelocity, SkyScanner, Expedia, Orbitz, Hotwire, CheapTickets.
- Link to CheapTickets.com coupon code page – Check this page on Cheaptickets.com to save about 10% to 20% on your next Hotel or Package booking.
- Link to Travelocity coupon code page – Check this page on Travelocity to save about 10% to 20% on your next Hotel or Package booking.
- Link to Orbitz coupon code page – Check this page on Orbitz to save about 10% to 20% on your next Hotel or Package booking.
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- Airfare + hotel: Priceline, Travelocity, Orbitz, CheapTickets.com, Expedia, Hotwire, Skyscanner, Kayak
- Vacation rentals: Vrbo
- Airlines: Iberia, Hawaiian Airlines, Lufthansa, Swiss, Qatar Airways, Emirates, KLM
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- Car rental: Priceline, Rentalcars.com
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