Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $117 (Southwest) |
One-way from | $68 (Southwest) |
Popular in | April |
Cheapest in | September |
Average price | $289 |
Good round-trip deal | $179 or less |
Good one-way deal | $78 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 5/2
7:20 pm-10:35 pm
Nonstop2h 15m
Boston Logan Intl
Sun 5/4
7:40 am-9:15 am
Nonstop2h 35m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 5/8
4:00 pm-9:34 am
1 stop16h 34m
Boston Logan Intl
Wed 5/14
8:00 am-12:24 pm
1 stop29h 24m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 6/6
8:36 pm-9:12 am
1 stop11h 36m
Boston Logan Intl
Sun 6/8
11:31 am-7:15 am
1 stop20h 44m
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Sun 6/1
6:20 am-3:06 pm
1 stop7h 46m
Hartford Bradley Intl
Sun 6/8
12:38 pm-11:18 pm
1 stop11h 40m
ChicagoAlbany
MDW - ALB
MDWALB
Chicago Midway
Tue 6/17
7:35 pm-10:30 pm
Nonstop1h 55m
Albany Intl
Tue 6/24
6:30 am-7:40 am
Nonstop2h 10m
ChicagoAlbany
MDW - ALB
MDWALB
Chicago Midway
Fri 5/16
6:25 pm-11:14 pm
1 stop3h 49m
Albany Intl
Tue 5/20
6:00 am-8:40 am
1 stop3h 40m
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Fri 5/30
9:20 am-6:13 pm
1 stop7h 53m
Hartford Bradley Intl
Sat 5/31
5:35 am-8:40 am
1 stop4h 05m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Wed 5/14
6:25 pm-11:46 pm
1 stop4h 21m
Boston Logan Intl
Wed 5/28
5:20 am-12:28 pm
1 stop8h 08m
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Sat 5/24
1:55 pm-5:00 pm
Nonstop2h 05m
Hartford Bradley Intl
Mon 5/26
5:30 am-6:55 am
Nonstop2h 25m
ChicagoHartford
MDW - BDL
MDWBDL
Chicago Midway
Fri 6/6
8:05 am-12:25 pm
1 stop27h 20m
Hartford Bradley Intl
Sun 6/8
12:27 pm-7:46 pm
2 stops32h 19m
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Massachusetts (average of $218). Flying from Chicago Midway Airport to Massachusetts in July is currently the most expensive (average of $311). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Massachusetts as you normally would.
In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.
If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$63 | Average$366 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$86 | Average$116 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$157 | Average$297 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$157 | Average$292 | FlexibilityNo cancel fee | On-time63% |