Tupelo to Chicago (TUP–ORD) — Airlines, Schedules & Connections
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.
Last scheduled nonstop: Jun 2026.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
TUP–ORD had nonstop service from Contour Airlines, SkyWest Airlines and United Airlines, last on the schedule in June 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 535 miles in 1h 47m.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| LF Contour Airlines | 0 | – | – | – | – | – |
| OO SkyWest Airlines | 0 | – | – | – | – | – |
| UA United Airlines | 0 | – | – | – | Star Alliance | – |
Connection Landscape
On-Time Performance
Other ways to reach Chicago from Tupelo
| Metric | TUP→ORD | MEM→ORD | MKL→ORD |
|---|---|---|---|
| Distance from TUP | – | 87 mi | 92 mi |
| Nonstop airlines | – | 18 | 1 |
| Weekly flights | – | 251 | 6 |
| Flight time | 1h 47m | 2h | 1h 20m |
Travel Essentials
TUP: CDT · ORD: CDT
When it's 6:00 PM in Tupelo, it's 6:00 PM in Chicago.
CTA Blue Line runs 24/7 from O'Hare to downtown Chicago (45 min, $5). Taxis use a flat-rate zone system; downtown is around $40–45 plus tip. Ride-shares are typically $30–50.The Airport Transit System (ATS) connects all terminals and parking. Metra commuter rail does not serve O'Hare directly; transfer downtown via Blue Line.
Continental climate with four distinct seasons. Summers are warm and humid (25–32°C) with afternoon thunderstorms. Winters are cold (−10 to −2°C) with heavy snowfall that regularly delays flights December through March.
Spring and fall are mild but unpredictable. Pack layers. Lake Michigan moderates temperatures near the lakefront, but O'Hare sits inland and runs colder.
TUP–ORD Quick Facts
Frequently Asked Questions
Flights from TUP to ORD
Tupelo Regional Airport (TUP) and Chicago O'Hare International Airport (ORD) had nonstop service from Contour Airlines, SkyWest Airlines and United Airlines, last on the schedule in June 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.
TUP to ORD Flight Duration and Schedule
Nonstop flight time from TUP to ORD is about 1 hours 47 minutes gate to gate. The route covers a distance of 535 miles (861 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 Memphis (MEM), Jackson (MKL) and Huntsville (HSV).