Manchester (MHT) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Manchester-Boston Regional Airport to Chicago Midway International Airport, with about 14 flights a week in July 2026. The 838-mile flight takes about 2h 22m gate to gate.
- Distance
- 838 mi · 1,349 km
- Flight time
- 2h 22m
- Airlines
- 1
- Seats filled
- 67%
Airlines flying MHT to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 14 | Boeing 737-700 / MAX 7, Boeing 737 MAX 8, Boeing 737-800 | 54,039 | 2h 22m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
MHT to MDW flight schedule
4 flight numbers flew this route in August 2026, 1 of them almost daily. The first usually leaves at 7:45am and the last at 6:25pm. Times are local and can change; check with the airline before you book.
| Flight | Departs | Arrives | Days flown in August 2026 | On time (12 months) |
|---|---|---|---|---|
| WN 2855Southwest Airlines | 7:45am | 9:05am | 16 | 81% |
| WN 1553Southwest Airlines | 8:00am | 9:20am | 12 | 92% |
| WN 1498Southwest Airlines | 6:10pm | 7:30pm | 4 | n/a |
| WN 634Southwest Airlines | 6:25pm | 7:45pm | 24 | 25% |
Is MHT to MDW on time?
From September 2025 to August 2026, 84% of 529 flights arrived within 15 minutes of schedule and 0.8% were cancelled. Flights leaving around 5am were the most punctual (94%), those around 6pm the least (42%). Most delay time was caused by late-arriving aircraft (39%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 529 | 84% | 11 min | 0.8% |
Airlines as sold: flights operated by regional partners count under the airline on the ticket. Average delay is across all completed flights, early arrivals counted as zero.
On-time arrivals by departure time
| Scheduled departure | Flights | On time, relative | On time |
|---|---|---|---|
| 5am to 6am | 87 | 94% | |
| 6am to 7am | 84 | 92% | |
| 7am to 8am | 142 | 93% | |
| 8am to 9am | 13 | 85% | |
| 5pm to 6pm | 60 | 88% | |
| 6pm to 7pm | 52 | 42% | |
| 7pm to 8pm | 80 | 74% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 54 | 6,433 | |
| September 2025 | 56 | 5,724 | |
| October 2025 | 56 | 6,812 | |
| November 2025 | 27 | 2,407 | |
| December 2025 | 29 | 2,475 | |
| January 2026 | 27 | 1,519 | |
| February 2026 | 27 | 2,526 | |
| March 2026 | 31 | 3,233 | |
| April 2026 | 43 | 4,907 | |
| May 2026 | 49 | 5,104 | |
| June 2026 | 57 | 5,996 | |
| July 2026 | 60 | 6,903 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.