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Southwest has round-trip flights from Chicago (MDW) to San Diego, Denver, or Tampa (SAN, DEN, TPA) for $94-$98, NONSTOP. $45-$49 each-way. Flights are mostly in March. No Holidays. Origin/Destination reversible.
Note: You can save up to an additional $150 if you purchase your Flight+Hotel together as a package on Southwest Vacations and use the US150OFF coupon code. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Expedia or Tripadvisor.
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- MDW to SAN: Jan 25 / Jan 28 / Jan 29 / Feb 01 / Feb 04 / Feb 05 / Feb 08 / Feb 11 / Feb 18 / Feb 22 / Feb 25 / Mar 03 / Mar 07 / Mar 10 / Mar 11 / Mar 14 / Mar 17 / Mar 24 / Mar 25 / Mar 28 / Mar 31 / Apr 01 / Apr 07 / Apr 08 / Apr 11 /
- SAN to MDW: Mar 07 / Mar 10 / Mar 11 / Mar 14 / Mar 17 / Mar 18 / Mar 24 / Mar 25 / Mar 31 / Apr 01 / Apr 07 / Apr 08 /
- MDW to TPA: Jan 14 / Jan 22 / Jan 25 / Jan 27 / Jan 28 / Jan 29 / Jan 31 / Feb 02 / Feb 03 / Feb 04 / Feb 09 / Feb 10 / Mar 07 / Mar 09 / Mar 10 / Mar 14 / Mar 16 / Apr 04 / Apr 11 / Apr 13 /
- TPA to MDW: Jan 16 / Jan 17 / Jan 22 / Jan 23 / Jan 25 / Jan 29 / Jan 30 / Jan 31 / Feb 05 / Feb 06 / Feb 08 / Feb 12 / Feb 20 / Feb 21 / Feb 26 / Feb 27 / Mar 09 / Mar 10 / Mar 11 / Mar 12 / Mar 13 / Mar 16 / Mar 17 / Mar 18 / Mar 19 / Mar 20 / Mar 23 / Mar 24 / Mar 25 / Mar 31 / Apr 01 / Apr 07 / Apr 08 /
- MDW to DEN: Jan 22 / Jan 27 / Jan 28 / Jan 29 / Feb 03 / Feb 04 / Feb 05 / Feb 10 / Feb 24 / Feb 25 / Mar 02 / Mar 03 / Mar 09 / Mar 10 / Mar 16 / Mar 17 / Apr 07 / Apr 11 /
- DEN to MDW: Jan 24 / Mar 07 / Mar 10 / Mar 11 / Mar 17 / Mar 18 / Mar 19 / Mar 23 / Mar 24 / Mar 25 / Mar 31 / Apr 01 / Apr 07 / Apr 08 /
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I was able to pull this fare up on Southwest. 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: $143
- Book this fare on: Priceline, Travelocity, Orbitz, CheapTickets, Expedia, Hotwire, BookingBuddy.
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- Airfare + Hotel: Priceline, Travelocity, Expedia, Orbitz, Hotwire, CheapTickets.com, Southwest Vacations, Bookingbuddy, Skyscanner
- Airlines: Iberia, AirFrance, Hawaiian Airlines, Avianca, Lufthansa, Swiss, Qatar Airways, Emirates, KLM
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- Travel Guides and Accessories: Lonely Planet
Other Useful Links:
- [Bookable Deals] – list all the other great travel deals that are still alive and bookable.
- [Budget Travel] – list all the posts that deal with Budget Travel (filter out all the flight deal posts)