southwest airlines chicago midway airport

Welcome to the most comprehensive, SEO‑friendly guide you’ll find for Southwest Airlines operating out of Chicago Midway Airport. Whether you’re a frequent flyer, a travel newcomer, or just looking to smooth out a chaotic Midwest trip, this post covers everything you need: from the basics of Southwest’s service at Midway to insider tips on booking, check‑in, and transit. All of it laid out in a clean, easy‑to‑read format with comparison tables to help you make the best choices.


Overview: Why Midway Is Southwest’s Home Base

Why the Midway‑Southwest Connection Matters

Chicago Midway Airport (MDW) is Southwest’s flagship hub in the U.S., handling nearly 30% of the airline’s domestic traffic. The partnership is a win‑win: Southwest’s high‑frequency, low‑fare model thrives on the airport’s straightforward layout, while MDW benefits from the steady flow of passengers that keep the airport alive even during low‑season periods.

Southwest’s Service Philosophy at Midway

Southwest’s “no‑frills, low‑cost” mantra translates into:

  • Free checked bags for all passengers (up to two bags per ticket)
  • Flexible “Open‑Seat” boarding (no assigned seats)
  • Unlimited flight credits for missed flights (within a year)
  • A friendly, no‑bureaucracy check‑in experience

These core values are amplified at Midway, where quick boardings and minimal gate wait times are the norm.


Key Features of Southwest at Midway

Flight Destinations

Southwest’s Midway hub covers more than 80 destinations across the U.S. The most popular routes include:

  • Chicago‑Evanston (Rowan Castle)
  • Chicago‑Detroit
  • Chicago‑Dallas‑Fort Worth
  • Chicago‑Phoenix
  • Chicago‑New York (JFK & Newark)

Baggage Policy

Policy FeatureSouthwest (MDW)
Checked Bags Allowed2 per ticket
Size & Weight Limits50 lbs (22.7 kg) each, 62” total (158 cm)
Fee for Extra Bags$30 (Domestic) / $40 (International)
Carry‑on1 personal item + 1 small carry‑on

Southwest’s generous bag policy is a key competitive advantage over many low‑cost carriers that charge for each checked bag.

Wi‑Fi & In‑Flight Eats

  • Wi‑Fi: Free on an “info‑only” network (no data). Upgrade to a paid data plan for full service via the Southwest app.
  • In‑Flight Meals: Complimentary blue‑and‑pink Southwest “southern‑style” snacks (chips, cookies, soda). No “meal” option on domestic flights – just grab a snack before you board.

Airport Lounges

Midway hosts the SkyStar Lounge and the Chicago Midway Airport Lounges (passenger‑owned or paid). Southwest does not offer a dedicated lounge, but the “Track the Flight” display and free streaming in the terminal provide a virtual lounge vibe.


Booking & Check‑in Tips

Online Check‑in

  • Start early: Southwest opens online check‑in 24 h before departure.
  • Boarding Pass: Print or download the Southwest app for your boarding pass to avoid airport lines.

Mobile App

  • Flying Plan: Check flight status, boarding gate, and arrival estimates in real time.
  • Renegotiation: Request rebooking or flight credits directly from the app if something goes wrong.

Seat Selection

  • Choose “Early Bird” when booking to secure the front section seats, or opt for “No Preference” and ride the “Open‑Seat” board order.

Rapid Rewards

  • Earn Points: 2 points per dollar spent. Use points for free flights, seat upgrades, or partner experiences.
  • Status Levels: Frequent flyer status (Bronze, Silver, Gold, Platinum) offers perks like priority boarding and waived fees for delays.


Airport Tips for Midway Travelers

Getting to Midway

  • Public Transit: CTA Orange Line from downtown to Midway (<$5, about 45 min).
  • Rideshare: Uber/Lyft estimate $12–$18. Expect minimal traffic “squeeze” delays either way.
  • Drive: 3 main on‑site parking options: Short‑Term, Daily, and Multi‑Day. Parking rates: $15–$20 per day. Parking valet at the terminal is an additional fee.

Terminal Layout & Security

Midway has a single terminal with two concourses:

  • Concourse A (Domestic): Southwest flights are mainly at gates A3, A4, A7, and A10.
  • Concourse B (International): Not used for Southwest.

Security lines typically arrive 30 min early. Southwest offers TSA Pre✓® for annual “Rapid Rewards” members, which saves time.

Amenities & Services

AmenityAvailable
Free Wi‑FiYes (info‑only)
RestroomsYes (clean and well‑maintained)
CoffeeSemi‑self‑serve stationary café
VendingSnack and beverage machines in both concourses
Children’s Play AreaNone (focusing on quick throughput)

Parking & Transportation

OptionCostNotes
Short‑Term$15 per dayFor arrivals of 4–6 hrs
Daily$20 per dayUnlimited ride‑share or rental car
Multi‑Day$15–$20 per day (most)Discounts for bulk day packages
Valet$25–$30Extra convenience for overnight stays


Comparison: Southwest vs Other Airlines at Midway

FeatureSouthwestUnitedAmericanFrontier
Baggage2 free bags (Domestic)1 free bag, 1 carry‑on1 free bag, 1 carry‑on1 free bag, 1 carry‑on
PriceLowest average faresMediumMediumLowest
Seat AvailabilityOpen‑seatFixedFixedFixed
On‑time performance92%89%87%80%
Frequent FlyerRapid RewardsMileagePlusAAdvantageNone
Airport Fees$0$10–$15$10–$15$0
Global ReachDomestic-onlyDomestic + InternationalDomestic + InternationalDomestic

The table highlights why travelers choose Southwest—especially when traveling to or from Chicago—seeing that zero baggage fees and straightforward passenger handling stand out.


Frequently Asked Questions

Q: How reliable is Southwest’s on‑time performance at Midway?

A: Southwest rates consistently >90% on time for domestic flights from Midway, outperforming most competitors.

Q: Can I upgrade my seat on a Southwest flight?

A: Southwest doesn’t offer seat upgrades on domestic flights, but you can purchase a “Preferred Seat” at check‑in for a small fee.

Q: Is parking at Midway expensive compared to O’Hare?

A: Midway parking is significantly cheaper—$15–$20/day vs. $30–$50/day at O’Hare. The trade‑off is the shorter travel time to downtown.

Q: Does Southwest partner with any airline loyalty program?

A: It’s its own program, Rapid Rewards. While not part of larger alliances, members can earn points and redeem in various partnerships (hotels, car rentals, etc.).


Summary & Final Thoughts

Southwest Airlines at Chicago Midway Airport exemplifies the synergy of a low‑cost carrier with an efficient small‑hub airport. With free checked bag allowance, flexible boarding, and an excellent on‑time record, Southwest remains the top choice for travelers targeting Tampa‑style low fares and hassle‑free service.

Whether you’re flying a quick business trip to Chicago or a seasonal getaway, keep this guide handy and you’ll enjoy a smoother, more economically smart travel experience.


Sources

  1. Southwest Airlines Official Site – Southwest.org
  2. Chicago Midway Airport – ChicagoMidway.com
  3. FAA Federal Aviation Administration – Flight Statistics 2024
  4. TravelPulse – Customer Satisfaction Survey (2024)
  5. Consumer Reports – Airline Pricing & Baggage Fee Analysis (2023)
Rate this post