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A good sale between Dallas and Chicago
What is The Shorthaul? It is our irregular feature of deals under $200 and 3,000 miles roundtrip.
Sign up for our Real Time Newsletter to receive economy class deals for your city about an hour before they are even posted on our website and social media channels - all for about a nickel a day.
Interested in Business Class, First Class or Premium Economy deals? Signup for our Premium Newsletter for about a quarter a day.
Sample Travel Date:
- May 19th – 22nd
- This is just ONE SAMPLE travel date, for more availability, please follow the “Fare Availability” and “How to Search for Availability” instructions below
- Valid for travel until May. Availability is limited. Must purchase at least 14 days in advance of departure
- Please note that while this fare is valid at time of posting, if this post is more than two days old, the fare is likely gone.
How to Search for Availability:
- Use the Southwest Flexible Date Search Tool.
- DAL (Dallas – Love Field) – MDW (Chicago – Midway) – DAL
- Miles Flown: 1,588 miles
How to Buy:
- Book on Southwest.
- TripAdvisor - One of the leading hotel meta-search engines. Find the lowest hotel prices from 200+ sites.
- Rental Cars - One of the world’s leading car rental agencies. Includes all the major brands like Hertz, Avis, Budget, Dollar, Enterprise etc.
Activities and Tours
- Viator – The world's largest marketplace for destination activities and tours
For more of the latest cheap Chicago Flight Deals:
- Go to the The Chicago Flight Deals page
For more of the latest cheap Dallas / Fort Worth Flight Deals:
* The Flight Deal will receive a commission if you use the accommodation, car rental, activities, or travel insurance affiliate links to make a booking or apply and is approved for a credit card using our link above. Thank you for your continuing support.
The Flight Deal does not sell travel products or services. We provide you with information about third-party travel suppliers’ offers, and link you to their sites. The information posted by The Flight Deal is valid at the time of publication. However, we have no control over the suppliers, and we therefore do not warrant or guarantee that their offers will not change or become unavailable. Nor are we responsible for their products, services or site content. Please see their sites for their most up-to-date offer information and all applicable terms and conditions.