Oxford to Chicago (OXC–MDW) — Airlines, Schedules & Connections

OXC Airport Page →
754 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 10 1-stop flights Verified 2w ago
Charter / private route. No scheduled airline service — operated by charter & private 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
BDL Hartford ~4h 12m TJ EJMWN Hartford (BDL) to Chicago flights
ACY Atlantic City ~4h 22m Atlantic City (ACY) to Chicago flights
ALB Albany ~4h 26m TJ WN Albany (ALB) to Chicago flights
JFK New York ~4h 33m DL New York (JFK) to Chicago flights
MHT Manchester ~4h 44m TJ WN Manchester (MHT) to Chicago flights
BOS Boston ~4h 52m TJ WN Boston (BOS) to Chicago flights
PVD Providence/Warwick ~4h 58m TJ EJAWN Providence/Warwick (PVD) to Chicago flights
PWM Portland ~5h 13m WN Portland (PWM) to Chicago flights
IND Indianapolis ~5h 48m EJAWN Indianapolis (IND) to Chicago flights
BNA Nashville ~6h 23m TJ LXJWN Nashville (BNA) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Oxford to Chicago
Flown by charter / private operators — no scheduled airline service.
754 mi 2h 4m nonstop -1h behind

OXC–MDW has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Connection Landscape

1-stop and 2-stop options for OXC to MDW.
1-STOP
One-Stop Connections
10
Hubs
~4h
Fastest
~6h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
26
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.

On-Time Performance

What to expect at each end of your journey.
Outbound
OXC → MDW
64%
Moderate delays possible. Allow buffer time.
Arriving
64%
Return
MDW → OXC
40%
Frequent delays expected. Consider flexible booking.
Departing
40%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →

Other ways to reach Chicago from Oxford

Nearby airports with service to Chicago Midway International Airport.
Metric OXC→MDW HVN→MDW BDL→MDW
Distance from OXC 20 mi 39 mi
Nonstop airlines 2 3
Weekly flights ~1 1 21
Flight time 2h 4m 2h 2m 1h 54m
Airports within 200 miles of OXC with service to Chicago Midway International Airport.

Travel Essentials

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

When it's 6:00 PM in Oxford, it's 5:00 PM in Chicago.
Distance & Flight Time
754 mi / 1,214 km
Nonstop flight time is approximately 2h 4m gate to gate.

OXC–MDW Quick Facts

Key statistics for the Oxford to Chicago route.
Route details
Distance754 mi / 1,214 km
Flight time2h 4m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: OXC
IATA / ICAOOXC / KOXC
TimezoneAmerica/New_York
Elevation726 ft / 221 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about OXC to MDW flights.
Nonstop flights from Waterbury Oxford Airport to Chicago Midway International Airport take about 2h 4m gate to gate. The route covers 754 miles.
Yes, 1-stop connections are available, ranked by layover time.
Chicago is 1 hour behind Oxford.
Nearby alternatives include HVN, BDL and HPN. 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 OXC to MDW

Waterbury Oxford Airport (OXC) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

OXC to MDW Flight Duration and Schedule

Nonstop flight time from OXC to MDW is about 2 hours 4 minutes gate to gate. The route covers a distance of 754 miles (1,214 km).

Connecting Options and Alternatives

1-stop connecting options are also available. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include New Haven (HVN), Hartford (BDL) and White Plains (HPN).