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

TUP Airport Page →
airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 2 1-stop flights
No nonstop service between TUP and MDW. Nearest airports to TUP with scheduled service: Memphis International Airport (MEM, 87 mi) · Birmingham-Shuttlesworth International Airport (BHM, 126 mi) · Nashville International Airport (BNA, 174 mi)
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 5h 40m LF → NJMWN Nashville (BNA) to Chicago flights
DFW Dallas-Fort Worth 22h 54m LF → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Tupelo to Chicago
Connecting service available through multiple hubs.

While no nonstop service exists between TUP and MDW, 1-stop connecting options are available.

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

Connection Landscape

1-stop and 2-stop options for TUP to MDW.
1-STOP
One-Stop Connections
2
Hubs
~5h
Fastest
~22h
Longest
BNA ~5h 40m DFW ~22h 54m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
156
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
TUP → MDW
73%
Moderate delays possible. Allow buffer time.
Arriving
73%
Return
MDW → TUP
45%
Frequent delays expected. Consider flexible booking.
Departing
45%
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 Tupelo

Nearby airports with service to Chicago Midway International Airport.
Metric TUP→MDW MEM→MDW HSV→MDW
Distance from TUP – 87 mi 117 mi
Nonstop airlines – 6 2
Weekly flights – 28 1
Memphis (MEM) to Chicago flights · Huntsville (HSV) to Chicago flights · Birmingham (BHM) to Chicago flights
Airports within 200 miles of TUP with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Tupelo, it's 6:00 PM in Chicago.
Facts

TUP–MDW Quick Facts

Key statistics for the Tupelo to Chicago route.
Route details
Time difference0 hours
Airlines (nonstop)0
1-stop connectionsAvailable
Origin: TUP
Full nameTupelo Regional Airport
IATA / ICAOTUP / KTUP
TimezoneAmerica/Chicago
Passengers/yr0.0M
Elevation346 ft / 105 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 TUP to MDW flights.
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 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.
Yes, return flights from MDW to TUP are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include MEM, HSV and BHM. 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.

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 Memphis (MEM), Huntsville (HSV) and Birmingham (BHM).