Pinellas Park to Chicago (PIE–MDW) — Airlines, Schedules & Connections

PIE Airport Page →
1,000 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 13 1-stop flights Verified 1w ago
Also flown by charter / private operators: NetJets Aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
TYS Knoxville/Maryville 3h 59m G4 → G4 Knoxville/Maryville (TYS) to Chicago flights
CVG Cincinnati / Covington 4h 4m G4 → WN Cincinnati / Covington (CVG) to Chicago flights
SDF Louisville 4h 12m G4 → COLWN Louisville (SDF) to Chicago flights
IND Indianapolis 4h 19m G4 → WN Indianapolis (IND) to Chicago flights
MEM Memphis 4h 28m G4 → WN Memphis (MEM) to Chicago flights
MCI Kansas City 5h 5m G4 → WN Kansas City (MCI) to Chicago flights
OMA Omaha 5h 23m G4 → WN Omaha (OMA) to Chicago flights
PHL Philadelphia 5h 55m G4 → UWDWN Philadelphia (PHL) to Chicago flights
ALB Albany 6h 21m G4 → WN Albany (ALB) to Chicago flights
GRR Grand Rapids 6h 34m G4 → WN Grand Rapids (GRR) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Pinellas Park to Chicago
Connecting service available through multiple hubs.
2 Airlines 1,000 mi 2h 21m nonstop -1h behind

PIE–MDW had nonstop service from Contour Airlines and Delta Air Lines, last on the schedule in September 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 1,000 miles in 2h 21m.

Also explore Browse available seat maps PIE Routes MDW Routes PIE Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Pinellas Park flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop PIE–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
LF Contour Airlines 1 – – – – –
DL Delta Air Lines 0 – – – SkyTeam –
Alliance coverage
Unaffiliated: LF (1 flights/wk, 100%)
SkyTeam: DL (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for PIE to MDW.
1-STOP
One-Stop Connections
13
Hubs
~3h
Fastest
~10h
Longest
TYS ~3h 59m CVG ~4h 4m SDF ~4h 12m IND ~4h 19m MEM ~4h 28m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
689
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
PIE → MDW
24%
Frequent delays expected. Consider flexible booking.
Arriving
24%
Return
MDW → PIE
3%
Frequent delays expected. Consider flexible booking.
Departing
3%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Pinellas Park

Nearby airports with service to Chicago Midway International Airport.
Metric PIE→MDW TPA→MDW SRQ→MDW
Distance from PIE – 10 mi 37 mi
Nonstop airlines – 4 10
Weekly flights – 52 18
Flight time 2h 21m 2h 8m 2h 39m
Tampa (TPA) to Chicago flights · Sarasota/Bradenton (SRQ) to Chicago flights · Lakeland (LAL) to Chicago flights
Airports within 200 miles of PIE with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Pinellas Park.
PIE: EDT · MDW: CDT

When it's 6:00 PM in Pinellas Park, it's 5:00 PM in Chicago.
Distance & Flight Time
1,000 mi / 1,610 km
Nonstop flight time is approximately 2h 21m gate to gate.
Facts

PIE–MDW Quick Facts

Key statistics for the Pinellas Park to Chicago route.
Route details
Distance1,000 mi / 1,610 km
Flight time2h 21m
Time difference-1 hour
Airlines (nonstop)2
1-stop connectionsAvailable
Origin: PIE
Full nameSt. Petersburg Clearwater International Airport
IATA / ICAOPIE / KPIE
TimezoneAmerica/New_York
Passengers/yr2.5M
Elevation11 ft / 3 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about PIE to MDW flights.
Nonstop flights from St. Petersburg Clearwater International Airport to Chicago Midway International Airport take about 2h 21m gate to gate. The route covers 1,000 miles.
2 airlines operated the nonstop from PIE to MDW: Contour Airlines and Delta Air Lines. The last scheduled nonstop was in September 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in September 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 2h 21m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include McGhee Tyson, Cincinnati Northern Kentucky and Louisville Muhammad Ali.
On a single ticket, yes. Your bags are checked through to MDW and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Chicago is 1 hour behind Pinellas Park.
Yes, return flights from MDW to PIE are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include TPA, SRQ and LAL. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from PIE to MDW

St. Petersburg Clearwater International Airport (PIE) and Chicago Midway International Airport (MDW) had nonstop service from Contour Airlines and Delta Air Lines, last on the schedule in September 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

PIE to MDW Flight Duration and Schedule

Nonstop flight time from PIE to MDW is about 2 hours 21 minutes gate to gate. The route covers a distance of 1,000 miles (1,610 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via McGhee Tyson, Cincinnati Northern Kentucky and Louisville Muhammad Ali. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Tampa (TPA), Sarasota/Bradenton (SRQ) and Lakeland (LAL).