Chicago to San Diego (MDW–SAN) — Airlines, Schedules & Connections

MDW Airport Page →
1,725 mi airlines 29/wk
On-time Some delays Frequent delays
Flight Schedule 13 flights Verified 4m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
WN1357
WN Southwest
737
6:45 AM
CDT
9:00 AM
PDT
4h 15m
—
M T W T F S S
Prices
✓
→
WN1186
WN Southwest
7S7
10:00 AM
CDT
12:15 PM
PDT
4h 15m
—
M T W T F S S
Prices
✓
→
WN2305
WN Southwest
B38M
10:04 AM
CDT
12:10 PM
PDT
4h 6m
—
M T W T F S S
Prices
✓
→
WN2072
WN Southwest
7S7
1:45 PM
CDT
4:00 PM
PDT
4h 15m
—
M T W T F S S
Prices
✓
→
WN364
WN Southwest
7M8
5:40 PM
CDT
8:00 PM
PDT
4h 20m
—
M T W T F S S
Prices
✓
→
UA3777
UA United
B39M
5:41 PM
CDT
8:12 PM
PDT
4h 31m
—
M T W T F S S
Prices
✓
→
WN3541
WN Southwest
738
6:05 PM
CDT
8:24 PM
PDT
4h 19m
—
M T W T F S S
Prices
✓
→
WN3591
WN Southwest
738
8:45 PM
CDT
11:10 PM
PDT
4h 25m
—
M T W T F S S
Prices
✓
→
WN9007
WN Southwest
738
9:05 PM
CDT
11:02 PM
PDT
3h 57m
—
M T W T F S S
Prices
✓
←
WN3292
WN Southwest
738
10:40 AM
PDT T1
4:35 PM
CDT
3h 55m
—
M T W T F S S
Prices
✓
←
WN4025
WN Southwest
B38M
11:55 AM
PDT T1
5:55 PM
CDT
4h
—
M T W T F S S
Prices
✓
←
WN2712
WN Southwest
737
7:18 PM
PDT T1
1:03 AM+1
CDT
3h 45m
—
M T W T F S S
Prices
✓
←
WN4094
WN Southwest
7S7
10:40 PM
PDT T1
4:35 AM+1
CDT
3h 55m
—
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to San Diego
2 carriers, 29 flights/week nonstop.
2 Airlines 29 Flights/wk 1,725 mi 3h 57m nonstop -2h behind 116 1-stop hubs

MDW–SAN is served by 2 airlines with nonstop service. Southwest Airlines and United Airlines lead the route. The flight covers 1,725 miles in approximately 3h 57m. Beyond nonstop, 116 hubs offer 1-stop connections.

Also explore MDW Routes SAN Routes MDW Live Flights SAN Live Flights MDW Delays SAN Delays
Carriers on this route

Airline Landscape

All carriers operating nonstop MDW–SAN service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 26 737, 738, 7M8, 7S7, B38M 3h57-4h25 68% – –
UA United Airlines 1 B39M 4h31 68% Star Alliance –
Aircraft on this route
737 Boeing 737-700 – WN
738 Boeing 737-800 – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
B38M Boeing 737 MAX 8 – WN
B39M Boeing 737 MAX 9 – UA
Alliance coverage
Unaffiliated: WN (26 flights/wk, 96%)
Star Alliance: UA (1 flights/wk, 4%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Schedule

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MDW to SAN direction.
Mon
4
flights
Tue
3
flights
Wed
4
flights
Thu
4
flights
Fri
5
flights
Sat
3
flights
Sun
4
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
9
Nonstop flights
29
Outbound / wk
25
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to SAN.
1-STOP
One-Stop Connections
116
Hubs
~5h
Fastest
~31h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
3,105
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.
Alternatives

Other ways to reach San Diego from Chicago

Nearby airports with service to San Diego International Airport.
Metric MDW→SAN ORD→SAN SBN→SAN
Distance from MDW – 15 mi 74 mi
Nonstop airlines 2 17 1
Weekly flights 29 330 –
Flight time 3h 57m 4h 14m 3h 47m
Departure OTP 68% – –
Chicago (ORD) to San Diego flights · South Bend (SBN) to San Diego flights · Milwaukee (MKE) to San Diego flights
Airports within 200 miles of MDW with service to San Diego International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-2h
San Diego is 2 hours behind Chicago.
MDW: CDT · SAN: PDT

When it's 6:00 PM in Chicago, it's 4:00 PM in San Diego.
Distance & Flight Time
1,725 mi / 2,776 km
Nonstop flight time is approximately 3h 57m to 4h 31m.
Facts

MDW–SAN Quick Facts

Key statistics for the Chicago to San Diego route.
Route details
Distance1,725 mi / 2,776 km
Flight time3h 57m to 4h 31m
Time difference-2 hours
Airlines (nonstop)2
Weekly flights29 out / 25 return
1-stop connections116 hubs
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SAN
Full nameSan Diego International Airport
IATA / ICAOSAN / KSAN
TimezoneAmerica/Los_Angeles
Passengers/yr25.6M
Elevation17 ft / 5 m
FAQ

Frequently Asked Questions

Common questions about MDW to SAN flights.
Nonstop flights from Chicago Midway International Airport to San Diego International Airport take approximately 3h 57m to 4h 31m. The route covers 1,725 miles.
2 airlines operate nonstop service: United Airlines and Southwest Airlines.
There are approximately 29 nonstop flights per week from MDW to SAN. The return direction has about 25 weekly flights.
Yes, 1-stop connections are available through FTW, TRM, RST, ALO, VNY, GYR, SAF, STP, MKC, JAC, SCF, COS, APA, OKC, PWK, BJC, BUR, LGB, YVR, FCM, PSP, EGE, HDN, APC, SBN, ICT, SDF, CGF, DWH, BOI, GSP, SGR, BZN, SUS, AVL, SBA, CCR, RNO, ELP, SUN, ORD, STS, MRY, BFI, BHM, ORL, YYZ, SJD, SNA, CHS, IAH, MMU, HPN, SSI, SRQ, YYC, RIC, FXE, SUA, TEB, YLW, BDL, APF, MKE, BED, PGD, OPF, GCM, PBI, JFK, SAT, ABQ, MSY, DTW, IAD, ATL, PHL, OAK, PHX, MSP, LAS, DEN, AUS, BNA, SMF, JAX, IND, LAX, DAL, RDU, TUL, SFO, SJC, SLC, ORF, PDX, HOU, SEA, MCI, BWI, MCO, OMA, BOS, FLL, TPA, TUS, DFW, STL, CLT, CMH, MIA, DCA, PIT, EWR, HND and TRK. These options provide additional schedule flexibility.
San Diego is 2 hours behind Chicago.
Yes, return flights from SAN to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD, SBN and MKE. 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 MDW to SAN

Chicago Midway International Airport (MDW) and San Diego International Airport (SAN) are connected by nonstop service from United Airlines and Southwest Airlines. With 29 weekly departures, this is a heavily served route.

MDW to SAN Flight Duration and Schedule

Nonstop flight time from MDW to SAN ranges from 3 hours 57 minutes to 4 hours 31 minutes. The route covers a distance of 1,725 miles (2,776 km). There are approximately 29 weekly flights outbound and 25 return, totaling 54 flights per week in both directions.

Connecting Options and Alternatives

116 one-stop connections are available, with the fastest taking approximately 5 hours via FTW. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), South Bend (SBN) and Milwaukee (MKE).