Southwest Airlines
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United States
Midway International Airport
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United States
Manchester-Boston Regional Airport
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Scan through all non-stop flights from Chicago to Manchester. The full flight schedule below gives an overview of all non-stop flights from MDW to MHT, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Warm Continental destinations such as Manchester enjoy summer temperatures that fluctuate between 20°C and 28°C (68°F to 82°F), with some heatwaves leading to even hotter days. Winters are mostly cold and snowy, with average temperatures ranging from -5°C to 0°C (23°F to 32°F). Travelers can enjoy the vibrant autumn scenery, ski during the winter season, or enjoy the comfortable to warm summer months.
If you're planning a trip to Manchester, the best time to visit is from late spring through the end of summer, when the weather is pleasantly warm from May to August. Winters can be quite cold, with frost occurring almost every month from November to March and regular snowfall. This makes the mountainous regions perfect for winter sports, offering great opportunities for a winter getaway as well!
Currently, there is only one airline operating non-stop flights from Chicago MDW to Manchester MHT, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MDW MHT flight schedule.
Flights from MDW to MHT are operated 10 times a week, with an average of 1 flight per day. Departure times vary between 07:35 - 19:50. The earliest flight departs at 07:35, the last flight departs at 19:50. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Chicago to Manchester takes 2 hours and 5 minutes. The flight distance between Chicago and Manchester is 835 miles (or 1,344 km).
There is 1 airport in Manchester: Manchester-Boston Regional Airport (MHT).
There are 10 flights per week flying from Chicago to Manchester (as of April 2026).
2 hours and 5 minutes is the average flight time from Chicago to Manchester.
The distance from Chicago to Manchester is 835 miles (1,344 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to Manchester.
There are no alliances flying direct from Chicago to Manchester at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Manchester:
The earliest flight departs at 07:35 from Chicago and arrives at 10:40 at Manchester.
The latest flight departs at 19:50 from Chicago and arrives at 22:55 at Manchester.
835 miles (1,344 km) · 2h 5m
07:35
10:40
Southwest Airlines
WN 3314
Southwest Airlines
Boeing 757
Y
W
J
F
12:55
16:00
Southwest Airlines
WN 3314
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:45
18:50
Southwest Airlines
WN 3314
Southwest Airlines
Boeing 757
Y
W
J
F
17:55
21:05
Southwest Airlines
WN 4034
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:05
21:10
Southwest Airlines
WN 559
Southwest Airlines
Boeing 757
Y
W
J
F
18:45
21:50
Southwest Airlines
WN 559
Southwest Airlines
Boeing 757
Y
W
J
F
18:45
21:55
Southwest Airlines
WN 4034
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:45
21:55
Southwest Airlines
WN 4034
Southwest Airlines
Boeing 757
Y
W
J
F
18:55
22:00
Southwest Airlines
WN 559
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:00
22:05
Southwest Airlines
WN 559
Southwest Airlines
Boeing 757
Y
W
J
F
19:00
22:05
Southwest Airlines
WN 559
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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