Find a great deal and save up to 45% by booking at least 51 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to Massachusetts within the next two weeks, with the cheapest ticket starting at $263.
Flights from Chicago Midway Airport to Massachusetts lean towards being more expensive in June. Prices are generally better when you fly from Chicago Midway Airport to Massachusetts in January, with the cheapest ticket starting at $99.
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.
Fly from
Fly to
Budget
$99 - $288
Route
Depart
Return
Price
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Sat 5/18
1 stop11h 35m
Boston Logan Intl
Wed 5/22
1 stop11h 39m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Wed 5/29
1 stop23h 51m
Boston Logan Intl
Wed 6/5
1 stop6h 43m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Wed 5/29
1 stop23h 51m
Boston Logan Intl
Sat 6/8
1 stop24h 19m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Fri 5/17
1 stop21h 35m
Boston Logan Intl
Wed 5/22
1 stop6h 50m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Sun 5/19
1 stop24h 15m
Boston Logan Intl
Wed 5/22
1 stop6h 50m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Fri 5/17
2 stops20h 24m
Boston Logan Intl
Wed 5/22
1 stop6h 50m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Thu 5/30
1 stop24h 15m
Boston Logan Intl
Wed 6/5
1 stop14h 40m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Fri 5/17
Nonstop2h 15m
Boston Logan Intl
Mon 5/20
Nonstop2h 40m
Chicago MidwayNantucket Memorial
MDW - ACK
MDWACK
Chicago Midway
Wed 6/5
2 stops8h 47m
Nantucket Memorial
Wed 6/12
2 stops7h 24m
No data available for this route at this time. Please check back soon.
Entertainment
Crew
Overall
Comfort
Food
Boarding
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Entertainment
Crew
Overall
Comfort
Food
Boarding
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Entertainment
Crew
Overall
Comfort
Food
Boarding
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Entertainment
Crew
Overall
Comfort
Food
Boarding
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Entertainment
Crew
Overall
Comfort
Food
Boarding
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Entertainment
Crew
Overall
Comfort
Food
Boarding
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
12%of flight departures | Early morningMidnight to 6 am |
---|---|
28%of flight departures | Morning6 am to noon |
27%of flight departures | AfternoonNoon to 6 pm |
33%of flight departures | Evening6 pm to midnight |
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