Chicago to Tupelo (MDW–TUP) — Airlines, Schedules & Connections

MDW Airport Page →
522 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 2 1-stop flights Verified 1w 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 2 hubs
BNA Nashville 3h 45m EJAWN → LF Nashville (BNA) to Tupelo flights
DFW Dallas-Fort Worth 5h 36m F9Y4 → LF Dallas-Fort Worth (DFW) to Tupelo flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Tupelo
Flown by charter / private operators — no scheduled airline service.
522 mi 1h 15m nonstop

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

Also explore Browse available seat maps MDW Routes TUP Routes MDW Live Flights TUP Live Flights MDW Delays
All flights from Tupelo (TUP) Tupelo to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to TUP.
1-STOP
One-Stop Connections
2
Hubs
~3h
Fastest
~5h
Longest
BNA ~3h 45m DFW ~5h 36m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
154
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
MDW → TUP
49%
Frequent delays expected. Consider flexible booking.
Departing
49%
Return
TUP → MDW
80%
Generally reliable. Most flights run on time.
Arriving
80%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Tupelo from Chicago

Nearby airports with service to Tupelo Regional Airport.
Metric MDW→TUP ORD→TUP MKE→TUP
Distance from MDW – 15 mi 81 mi
Nonstop airlines – 1 1
Weekly flights ~1 – 1
Flight time 1h 15m 1h 45m 1h 33m
Departure OTP 49% – –
Chicago (ORD) to Tupelo flights · Milwaukee (MKE) to Tupelo flights
Airports within 200 miles of MDW with service to Tupelo Regional Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
0h
Tupelo is 0 hours the same as Chicago.
MDW: CDT · TUP: CDT

When it's 6:00 PM in Chicago, it's 6:00 PM in Tupelo.
Distance & Flight Time
522 mi / 841 km
Nonstop flight time is approximately 1h 15m gate to gate.
Facts

MDW–TUP Quick Facts

Key statistics for the Chicago to Tupelo route.
Route details
Distance522 mi / 841 km
Flight time1h 15m
Time difference0 hours
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: TUP
Full nameTupelo Regional Airport
IATA / ICAOTUP / KTUP
TimezoneAmerica/Chicago
Passengers/yr0.0M
Elevation346 ft / 105 m
FAQ

Frequently Asked Questions

Common questions about MDW to TUP flights.
Nonstop flights from Chicago Midway International Airport to Tupelo Regional Airport take about 1h 15m gate to gate. The route covers 522 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Nashville and Dallas Fort Worth.
On a single ticket, yes. Your bags are checked through to TUP 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.
Nearby alternatives include ORD 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 TUP

Chicago Midway International Airport (MDW) and Tupelo Regional Airport (TUP) are connected through multiple connecting hub airports.

MDW to TUP Flight Duration and Schedule

Nonstop flight time from MDW to TUP is about 1 hours 15 minutes gate to gate. The route covers a distance of 522 miles (841 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Nashville and Dallas Fort Worth. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).