Direct flights from Tampa to Chicago TPA → MDW

Southwest Airlines flies nonstop from Tampa (TPA) to Chicago (MDW), several times daily. The flight takes about 2h 34m and covers 999 miles (1,607 km). Round-trip fares typically run around $235. Arrivals run on time 74.9% at TPA and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule. Fares last checked 1 August 2026.

60-day flexibility overview based on 1 recent fares across the next 60 days

Cheapest
$235
Typical
$235
Most expensive
$235

Prices last updated 29 days ago. Fares change frequently — check the airline for current pricing.

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Southwest Airlines WN

Departure Schedule typical week

Typical weekly schedule · 32 flights per week (~5 per day) · Updated 32d ago

Southwest Airlines
32 flights per week (~5 per day)
Mon, Thu, Fri, Sat
05:20 → 07:00
Tue, Wed
06:55 → 08:35
Sun
07:10 → 08:50 09:50 → 11:30 15:20 → 17:00 18:10 → 19:55 20:20 → 22:05
Sat
07:50 → 09:30 10:30 → 12:10 15:15 → 16:55 15:40 → 17:20
Mon, Thu, Fri
08:00 → 09:40
Weekdays
10:45 → 12:25
Tue, Wed, Sat
18:30 → 20:15
Mon, Tue, Wed, Thu, Fri, Sat
22:30 → 00:10

More nonstops from Tampa

TPA → SJU San Juan 3 airlines TPA → DAL Dallas TPA → STL St Louis TPA → LAX Los Angeles 3 airlines TPA → ALB Albany TPA → BHM Birmingham TPA → IND Indianapolis TPA → MCI Kansas City

Frequently asked questions

Is there a direct flight from Tampa to Chicago?

Yes, Southwest Airlines operates nonstop flights from Tampa (TPA) to Chicago (MDW).

Which airlines fly direct from Tampa to Chicago?

Southwest Airlines operates nonstop flights from Tampa to Chicago.

How long is the flight from Tampa to Chicago?

The nonstop flight from Tampa to Chicago takes ~2h 34m (approximately 1607 km).

How often do direct flights operate from Tampa to Chicago?

Nonstop flights from Tampa to Chicago operate multiple daily — 32 flights per week (~5 per day).

What is the on-time performance for flights from Tampa to Chicago?

Arrivals run on time 74.9% at TPA and 72.8% at MDW — BTS data for the last three months, counting arrivals within 15 minutes of schedule.

What days of the week are there direct flights from Tampa to Chicago?

Direct flights from Tampa to Chicago operate every day of the week.

How much is a round-trip flight from Tampa to Chicago?

Round-trip flights from Tampa (TPA) to Chicago (MDW) start at $235, with a typical fare around $235. Based on 1 recent fare combinations.

Explore More

TPA All direct flights from Tampa MDW All direct flights from Chicago MDW → TPA Return: Chicago to Tampa

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