Hartford (BDL) to Chicago (MDW) flights
Southwest Airlines flies nonstop from Bradley International Airport to Chicago Midway International Airport, with about 18 flights a week in July 2026. The 776-mile flight takes about 2h 20m gate to gate.
- Distance
- 776 mi · 1,249 km
- Flight time
- 2h 20m
- Airlines
- 1
- Seats filled
- 77%
Airlines flying BDL to MDW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 18 | Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7 | 101,947 | 2h 20m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
BDL to MDW flight schedule
9 flight numbers flew this route in August 2026. The first usually leaves at 7:45am and the last at 6:20pm. 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 423Southwest Airlines | 7:45am | 9:05am | 12 | 75% |
| WN 554Southwest Airlines | 7:55am | 9:15am | 4 | n/a |
| WN 473Southwest Airlines | 8:00am | 9:20am | 12 | 92% |
| WN 512Southwest Airlines | 11:20am | 12:35pm | 4 | n/a |
| WN 875Southwest Airlines | 12:45pm | 2:05pm | 8 | n/a |
| WN 1070Southwest Airlines | 1:40pm | 2:55pm | 12 | 67% |
| WN 1339Southwest Airlines | 3:50pm | 5:15pm | 4 | n/a |
| WN 425Southwest Airlines | 5:55pm | 7:15pm | 12 | 50% |
| WN 1459Southwest Airlines | 6:20pm | 7:40pm | 12 | 50% |
Is BDL to MDW on time?
From September 2025 to August 2026, 79% of 837 flights arrived within 15 minutes of schedule and 1.6% were cancelled. Flights leaving around 5am were the most punctual (95%), those around 6pm the least (62%). Most delay time was caused by late-arriving aircraft (44%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 837 | 79% | 16 min | 1.6% |
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 | 157 | 95% | |
| 7am to 8am | 166 | 83% | |
| 11am to 12pm | 43 | 91% | |
| 12pm to 1pm | 102 | 79% | |
| 1pm to 2pm | 25 | 76% | |
| 5pm to 6pm | 76 | 76% | |
| 6pm to 7pm | 105 | 62% | |
| 7pm to 8pm | 105 | 65% | |
| 8pm to 9pm | 23 | 50% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 74 | 9,621 | |
| September 2025 | 73 | 8,686 | |
| October 2025 | 79 | 10,533 | |
| November 2025 | 54 | 5,868 | |
| December 2025 | 60 | 7,590 | |
| January 2026 | 35 | 3,314 | |
| February 2026 | 39 | 3,646 | |
| March 2026 | 78 | 7,804 | |
| April 2026 | 77 | 10,568 | |
| May 2026 | 78 | 10,870 | |
| June 2026 | 81 | 11,854 | |
| July 2026 | 80 | 11,593 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.