Monterey to Chicago (MRY–MDW) — Airlines, Schedules & Connections

MRY Airport Page →
1,848 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 10 1-stop flights Verified 2w 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 58m LXJUA → WN Denver (DEN) to Chicago flights
PHX Phoenix 5h 59m AAAS → CTFWN Phoenix (PHX) to Chicago flights
LAX Los Angeles 6h 7m ACAVCM → WN Los Angeles (LAX) to Chicago flights
LAS Las Vegas 6h 45m G4 → WN Las Vegas (LAS) to Chicago flights
SAN San Diego 6h 56m ASJL → LXJWN San Diego (SAN) to Chicago flights
SEA Seattle 8h 21m ASQR → WN Seattle (SEA) to Chicago flights
SFO San Francisco 9h 6m ACAVNZ → WN San Francisco (SFO) to Chicago flights
BUR Burbank 20h 10m XE → WN Burbank (BUR) to Chicago flights
DFW Dallas-Fort Worth 21h 22m AAQR → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
IND Indianapolis ~6h 35m SY → WN Indianapolis (IND) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Monterey to Chicago
Connecting service available through multiple hubs.
1 Airlines 1,848 mi 3h 42m nonstop +2h ahead

MRY–MDW had nonstop service, 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 1,848 miles in 3h 42m.

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

Airline Landscape

Carriers that operated nonstop MRY–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
TWY TWY 0 – – – – –
Alliance coverage
Unaffiliated: TWY (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 MRY to MDW.
1-STOP
One-Stop Connections
10
Hubs
~5h
Fastest
~21h
Longest
DEN ~5h 58m PHX ~5h 59m LAX ~6h 7m IND ~6h 35m LAS ~6h 45m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
555
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
MRY → MDW
83%
Generally reliable. Most flights run on time.
Arriving
83%
Return
MDW → MRY
83%
Generally reliable. Most flights run on time.
Departing
83%
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 Monterey

Nearby airports with service to Chicago Midway International Airport.
Metric MRY→MDW SJC→MDW SFO→MDW
Distance from MRY – 54 mi 77 mi
Nonstop airlines – 8 11
Weekly flights – 28 26
Flight time 3h 42m 4h 4h
San Jose (SJC) to Chicago flights · San Francisco (SFO) to Chicago flights · Oakland (OAK) to Chicago flights
Airports within 200 miles of MRY 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 Monterey.
MRY: PDT · MDW: CDT

When it's 6:00 PM in Monterey, it's 8:00 PM in Chicago.
Distance & Flight Time
1,848 mi / 2,974 km
Nonstop flight time is approximately 3h 42m gate to gate.
Facts

MRY–MDW Quick Facts

Key statistics for the Monterey to Chicago route.
Route details
Distance1,848 mi / 2,974 km
Flight time3h 42m
Time difference+2 hours
Airlines (nonstop)1
1-stop connectionsAvailable
Origin: MRY
Full nameMonterey Regional Airport
IATA / ICAOMRY / KMRY
TimezoneAmerica/Los_Angeles
Passengers/yr0.6M
Elevation257 ft / 78 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 MRY to MDW flights.
Nonstop flights from Monterey Regional Airport to Chicago Midway International Airport take about 3h 42m gate to gate. The route covers 1,848 miles.
1 airline operated the nonstop from MRY to MDW. 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 3h 42m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver, Phoenix Sky Harbor and Los Angeles.
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 Monterey.
Yes, return flights from MDW to MRY are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include SJC, SFO and OAK. 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 MRY to MDW

Monterey Regional Airport (MRY) and Chicago Midway International Airport (MDW) had nonstop service, 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.

MRY to MDW Flight Duration and Schedule

Nonstop flight time from MRY to MDW is about 3 hours 42 minutes gate to gate. The route covers a distance of 1,848 miles (2,974 km).

Connecting Options and Alternatives

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