Montego Bay to Chicago (MBJ–MDW) — Airlines, Schedules & Connections

MBJ Airport Page →
1,710 mi airlines charter/private 2/wk
On-time Some delays Frequent delays
Flight Schedule 2 flights Verified 52m ago
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
WN1043
WN Southwest
B38M
2:30 PM
EST
6:35 PM
CDT
4h 5m
—
M T W T F S S
Prices
✓
←
WN1042
WN Southwest
B38M
10:10 AM
CDT
2:00 PM
EST
3h 50m
46%
M T W T F S S
Prices

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
MCO Orlando 6h 2m B6WN → WNWWI Orlando (MCO) to Chicago flights
ATL Atlanta 6h 4m AFDLF9 → AFAMDL Atlanta (ATL) to Chicago flights
BWI Baltimore 6h 15m WN → WN Baltimore (BWI) to Chicago flights
FLL Fort Lauderdale 6h 39m B6 → EJAWN Fort Lauderdale (FLL) to Chicago flights
HOU Houston 6h 48m WN → WN Houston (HOU) to Chicago flights
MIA Miami 6h 49m AAIIQR → EJAWN Miami (MIA) to Chicago flights
DFW Dallas-Fort Worth 7h 32m AAQR → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
CLT Charlotte 7h 39m AA → WN Charlotte (CLT) to Chicago flights
BOS Boston 7h 57m B6 → WN Boston (BOS) to Chicago flights
PHL Philadelphia 8h 49m AAF9 → EJAWN Philadelphia (PHL) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Montego Bay to Chicago
1 carrier, 2 flights/week nonstop.
1 Airlines 1,710 mi 4h 5m nonstop

MBJ–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,710 miles in approximately 4h 5m. Beyond nonstop, 1-stop connecting options are also available.

Also explore MBJ Routes MDW Routes MBJ Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Montego Bay flights
Carriers on this route

Airline Landscape

All carriers operating nonstop MBJ–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 2 B38M 4h05 – – –
Aircraft on this route
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (2 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Schedule

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MBJ to MDW direction.
Mon
0
flights
Tue
0
flights
Wed
0
flights
Thu
0
flights
Fri
0
flights
Sat
1
flight
Sun
1
flight
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
1
Nonstop flights
2
Outbound / wk
2
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MBJ to MDW.
1-STOP
One-Stop Connections
25
Hubs
~6h
Fastest
~26h
Longest
MCO ~6h 2m ATL ~6h 4m MKE ~6h 12m BWI ~6h 15m BNA ~6h 25m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,229
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
MBJ → MDW
77%
Generally reliable. Most flights run on time.
Arriving
77%
Return
MDW → MBJ
75%
Generally reliable. Most flights run on time.
Departing
75%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
0h
Chicago is 0 hours the same as Montego Bay.
MBJ: EST · MDW: CDT

When it's 6:00 PM in Montego Bay, it's 6:00 PM in Chicago.
Distance & Flight Time
1,710 mi / 2,752 km
Nonstop flight time is approximately 4h 5m gate to gate.
Facts

MBJ–MDW Quick Facts

Key statistics for the Montego Bay to Chicago route.
Route details
Distance1,710 mi / 2,752 km
Flight time4h 5m
Time difference0 hours
Airlines (nonstop)1
Weekly flights2 out / 2 return
1-stop connectionsAvailable
Origin: MBJ
Full nameSangster International Airport
IATA / ICAOMBJ / MKJS
TimezoneAmerica/Jamaica
Passengers/yr5.3M
Elevation4 ft / 1 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 MBJ to MDW flights.
Nonstop flights from Sangster International Airport to Chicago Midway International Airport take about 4h 5m gate to gate. The route covers 1,710 miles.
1 airline operates flights from MBJ to MDW: Southwest Airlines.
This route has limited weekly service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Orlando, Hartsfield Jackson Atlanta and Baltimore/Washington International Thurgood Marshall.
Yes, return flights from MDW to MBJ are available. Use the direction toggle at the top to view the return schedule.
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 MBJ to MDW

Sangster International Airport (MBJ) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 2 weekly departures, this is a regularly served route.

MBJ to MDW Flight Duration and Schedule

Nonstop flight time from MBJ to MDW is about 4 hours 5 minutes gate to gate. The route covers a distance of 1,710 miles (2,752 km). There are approximately 2 weekly flights outbound and 2 return, totaling 4 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Orlando, Hartsfield Jackson Atlanta and Baltimore/Washington International Thurgood Marshall. Two-stop connections are also available via intermediate hubs.