Santa Rosa to Chicago (STS–MDW) — Airlines, Schedules & Connections

STS Airport Page →
1,853 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 12 1-stop flights Verified 3w 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
DEN Denver 5h 40m WN → WN Denver (DEN) to Chicago flights
LAS Las Vegas 6h 1m ASWNXSR → WN Las Vegas (LAS) to Chicago flights
PHX Phoenix 6h 7m AAEJA → CTFWN Phoenix (PHX) to Chicago flights
LAX Los Angeles 6h 19m ASAYIB → WN Los Angeles (LAX) to Chicago flights
PDX Portland 6h 44m AS → WN Portland (PDX) to Chicago flights
BUR Burbank 7h 12m ASWN → WN Burbank (BUR) to Chicago flights
SEA Seattle 7h 15m ASJLQR → WN Seattle (SEA) to Chicago flights
SAN San Diego 7h 30m ASWN → LXJWN San Diego (SAN) to Chicago flights
ONT Ontario 13h 34m AS → WN Ontario (ONT) to Chicago flights
SLC Salt Lake City 14h 26m DL → WN Salt Lake City (SLC) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Santa Rosa to Chicago
Connecting service available through multiple hubs.
2 Airlines 1,853 mi 4h 20m nonstop +2h ahead

STS–MDW had nonstop service from Southwest Airlines, last on the schedule in August 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 1,853 miles in 4h 20m.

Also explore Browse available seat maps STS Routes MDW Routes STS Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Santa Rosa flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop STS–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 1 – – – – –
TWY TWY 0 – – – – –
Alliance coverage
Unaffiliated: TWY + WN (1 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for STS to MDW.
1-STOP
One-Stop Connections
12
Hubs
~5h
Fastest
~21h
Longest
DEN ~5h 40m LAS ~6h 1m PHX ~6h 7m LAX ~6h 19m PDX ~6h 44m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
632
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
STS → MDW
100%
Generally reliable. Most flights run on time.
Arriving
100%
Return
MDW → STS
0%
Frequent delays expected. Consider flexible booking.
Departing
0%
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 Santa Rosa

Nearby airports with service to Chicago Midway International Airport.
Metric STS→MDW CCR→MDW OAK→MDW
Distance from STS – 55 mi 63 mi
Nonstop airlines – 1 12
Weekly flights – 1 26
Flight time 4h 20m 3h 35m 4h
Concord (CCR) to Chicago flights · Oakland (OAK) to Chicago flights · San Francisco (SFO) to Chicago flights
Airports within 200 miles of STS with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+2h
Chicago is 2 hours ahead of Santa Rosa.
STS: PDT · MDW: CDT

When it's 6:00 PM in Santa Rosa, it's 8:00 PM in Chicago.
Distance & Flight Time
1,853 mi / 2,981 km
Nonstop flight time is approximately 4h 20m gate to gate.
Facts

STS–MDW Quick Facts

Key statistics for the Santa Rosa to Chicago route.
Route details
Distance1,853 mi / 2,981 km
Flight time4h 20m
Time difference+2 hours
Airlines (nonstop)2
1-stop connectionsAvailable
Origin: STS
Full nameCharles M. Schulz Sonoma County Airport
IATA / ICAOSTS / KSTS
TimezoneAmerica/Los_Angeles
Passengers/yr0.8M
Elevation128 ft / 39 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 STS to MDW flights.
Nonstop flights from Charles M. Schulz Sonoma County Airport to Chicago Midway International Airport take about 4h 20m gate to gate. The route covers 1,853 miles.
2 airlines operated the nonstop from STS to MDW: Southwest Airlines, and others. The last scheduled nonstop was in August 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 August 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 4h 20m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver, Harry Reid and Phoenix Sky Harbor.
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 2 hours ahead of Santa Rosa.
Yes, return flights from MDW to STS are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include CCR, OAK and SFO. 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 STS to MDW

Charles M. Schulz Sonoma County Airport (STS) and Chicago Midway International Airport (MDW) had nonstop service from Southwest Airlines, last on the schedule in August 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.

STS to MDW Flight Duration and Schedule

Nonstop flight time from STS to MDW is about 4 hours 20 minutes gate to gate. The route covers a distance of 1,853 miles (2,981 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Denver, Harry Reid and Phoenix Sky Harbor. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Concord (CCR), Oakland (OAK) and San Francisco (SFO).