$81+ Cheap flights from Michigan to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — BOS
Jul 23 — Jul 301
Round-trip
1 adult, Economy
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Find cheap flights from Michigan to Massachusetts with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Michigan to MassachusettsExplore the most affordable flight options available from Michigan to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
Explore the most affordable flight options available from Michigan to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:38 am
GRR
- BOS
Nonstop2h 04m
Allegiant Air
Thu 10/2911:32 am
BOS
- GRR
Nonstop2h 13m
Allegiant Air
Deal found 6/22![Allegiant Air logo]()
$131
This Cheapflightsfares deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:30 am
GRR
- BOS
Nonstop2h 04m
Allegiant Air
Thu 9/2411:24 am
BOS
- GRR
Nonstop2h 11m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:00 am
GRR
- BOS
Nonstop2h 04m
Allegiant Air
Thu 9/1711:24 am
BOS
- GRR
Nonstop2h 11m
Allegiant Air
Deal found 6/21![Allegiant Air logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:38 am
GRR
- BOS
Nonstop2h 04m
Allegiant Air
Sun 11/111:32 am
BOS
- GRR
Nonstop2h 13m
Allegiant Air
Deal found 6/22![Allegiant Air logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:30 am
GRR
- BOS
Nonstop2h 03m
Allegiant Air
Thu 8/2710:54 am
BOS
- GRR
Nonstop2h 13m
Allegiant Air
Deal found 6/23![Allegiant Air logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:45 am
TVC
- BOS
Nonstop2h 33m
JetBlue
Sun 9/208:15 am
BOS
- TVC
Nonstop2h 39m
JetBlue
Deal found 6/21![JetBlue logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:00 am
GRR
- BOS
Nonstop2h 04m
Allegiant Air
Thu 9/1011:24 am
BOS
- GRR
Nonstop2h 11m
Allegiant Air
Deal found 6/18![Allegiant Air logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:38 am
GRR
- BOS
Nonstop2h 04m
Allegiant Air
Sun 11/111:32 am
BOS
- GRR
Nonstop2h 13m
Allegiant Air
Deal found 6/22![Allegiant Air logo]()
$175
This Jetabroad deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Tue 7/285:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/20![JetBlue logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:35 am
ORD
- BOS
1 stop8h 24m
JetBlue
Mon 8/314:39 pm
BOS
- ORD
1 stop6h 19m
JetBlue
Deal found 6/23![JetBlue logo]()
$177
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:28 am
ORD
- BOS
Nonstop2h 31m
Delta
Sun 7/127:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/19![Delta logo]()
$178
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Fri 7/315:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/20![Southwest logo]()
$178
Best flights from Michigan to MassachusettsDiscover carefully curated flight deals from Michigan to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
Discover carefully curated flight deals from Michigan to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Sun 7/127:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/19![Delta logo]()
$178
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/125:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Wed 7/151:25 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 6/20![Southwest logo]()
$179
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Wed 7/225:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Deal found 6/23![United Airlines logo]()
$180
This JetBlue deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:00 am
ORD
- BOS
1 stop7h 41m
JetBlue
Mon 8/245:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Deal found 6/20![JetBlue logo]()
$185
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Mon 8/107:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/23![Delta logo]()
$191
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:05 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Mon 8/106:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/23![United Airlines logo]()
$196
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:43 pm
TVC
- BOS
Nonstop2h 10m
JetBlue
Sat 7/114:08 pm
BOS
- TVC
Nonstop2h 28m
JetBlue
Deal found 6/22![JetBlue logo]()
$197
This KAYAK deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:00 pm
ORD
- ALB
Nonstop2h 14m
American Airlines
Thu 7/91:18 pm
ALB
- ORD
Nonstop2h 47m
American Airlines
Deal found 6/23![American Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Wed 7/225:45 pm
BOS
- MDW
1 stop7h 25m
Southwest
Deal found 6/18![Southwest logo]()
$211
This JetBlue deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:43 pm
TVC
- BOS
Nonstop2h 10m
JetBlue
Sun 7/124:53 pm
BOS
- TVC
Nonstop2h 28m
JetBlue
Deal found 6/22![JetBlue logo]()
$198
This Delta deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/194:35 pm
ORD
- BOS
Nonstop2h 45m
Delta
Mon 9/288:50 pm
BOS
- ORD
Nonstop2h 42m
Delta
Deal found 6/20![Delta logo]()
$202
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:29 am
ORD
- BOS
Nonstop2h 33m
United Airlines
Sat 7/188:20 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 6/18![United Airlines logo]()
$203
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Thu 8/67:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/21![Delta logo]()
$203
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Sun 7/1210:05 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 6/20![Southwest logo]()
$226
This JetBlue deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Sun 7/128:07 am
BOS
- ORD
Nonstop2h 58m
JetBlue
Deal found 6/21![JetBlue logo]()
$210
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/313:19 pm
ORD
- BOS
Nonstop2h 40m
Delta
Sun 8/97:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/18![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:00 am
MDW
- BOS
1 stop4h 35m
Southwest
Wed 7/227:30 am
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 6/19![Southwest logo]()
$234
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:45 am
TVC
- BOS
1 stop5h 08m
United Airlines
Mon 11/169:30 am
BOS
- TVC
1 stop6h 56m
United Airlines
Deal found 6/18![United Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/136:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Fri 7/178:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 6/21![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Mon 8/177:40 am
BOS
- MDW
2 stops8h 15m
Southwest
Deal found 6/18![Southwest logo]()
$238
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:25 am
TVC
- BOS
1 stop7h 12m
United Airlines
Sat 10/36:43 pm
BOS
- TVC
1 stop5h 08m
United Airlines
Deal found 6/22![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:28 am
ORD
- BOS
Nonstop2h 31m
Delta
Fri 7/174:15 pm
BOS
- ORD
Nonstop3h 04m
Delta
Deal found 6/19![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:44 pm
DTW
- BOS
Nonstop1h 56m
JetBlue
Wed 8/2611:43 am
BOS
- DTW
Nonstop2h 08m
JetBlue
Deal found 6/19![JetBlue logo]()
$267
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sun 9/207:30 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/20![Southwest logo]()
$251
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:25 pm
TVC
- BOS
1 stop6h 41m
United Airlines
Thu 10/2912:27 pm
BOS
- TVC
1 stop6h 39m
United Airlines
Deal found 6/22![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:15 am
MDW
- BOS
1 stop7h 40m
Southwest
Tue 8/258:15 am
BOS
- MDW
2 stops6h 15m
Southwest
Deal found 6/23![Southwest logo]()
$262
This United Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:31 am
TVC
- BOS
1 stop6h 19m
United Airlines
Sun 9/208:00 am
BOS
- TVC
1 stop5h 10m
United Airlines
Deal found 6/21![United Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:59 pm
DTW
- BOS
Nonstop1h 59m
Delta
Mon 9/148:10 pm
BOS
- DTW
Nonstop2h 10m
Delta
Deal found 6/21![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:20 pm
MDW
- BOS
1 stop5h 15m
Southwest
Sun 7/2610:05 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Deal found 6/19![Southwest logo]()
$266
This JetBlue deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:27 pm
ORD
- BDL
1 stop5h 44m
JetBlue
Tue 7/145:07 pm
BDL
- ORD
1 stop7h 37m
JetBlue
Deal found 6/21![JetBlue logo]()
$344
Last-minute flights from Michigan to MassachusettsDiscover last-minute flight deals from Michigan to Massachusetts. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Michigan to Massachusetts. Data last updated June 23, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:10 am
MDW
- BOS
1 stop5h 15m
Southwest
Sat 7/115:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/20![Southwest logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Tue 7/145:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/21![JetBlue logo]()
$182
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Fri 7/106:43 pm
BOS
- ORD
Nonstop2h 57m
United Airlines
Deal found 6/19![United Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Sat 7/115:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 6/18![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Wed 7/158:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 6/23![Delta logo]()
$179
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:12 pm
ORD
- BOS
1 stop4h 47m
United Airlines
Mon 7/133:13 pm
BOS
- ORD
Nonstop2h 52m
United Airlines
Deal found 6/19![United Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Tue 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/20![Southwest logo]()
$182
This Jetabroad deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Tue 7/285:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/20![JetBlue logo]()
$176
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Fri 7/247:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/23![Delta logo]()
$183
This Southwest deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Fri 7/315:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/20![Southwest logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:42 am
ORD
- BOS
1 stop8h 29m
JetBlue
Tue 8/45:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/23![JetBlue logo]()
$177
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Wed 8/55:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Deal found 6/22![United Airlines logo]()
$180
One-way flights from Michigan to MassachusettsSearch for one-way flight options from Michigan to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
Search for one-way flight options from Michigan to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:00 am
DTW
- ALB
1 stop23h 25m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$81
This CheapOair deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:27 pm
ORD
- BDL
1 stop5h 32m
JetBlue
Deal found 6/23![JetBlue logo]()
$85
This Super.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:45 am
TVC
- BOS
Nonstop2h 33m
JetBlue
Deal found 6/22![JetBlue logo]()
$87
This Cheapflightsfares deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:45 am
TVC
- BOS
Nonstop2h 33m
JetBlue
Deal found 6/20![JetBlue logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:00 am
DTW
- ALB
1 stop23h 25m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:30 am
GRR
- BOS
Nonstop1h 58m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$91
This CheapOair deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:27 pm
ORD
- BDL
1 stop5h 32m
JetBlue
Deal found 6/23![JetBlue logo]()
$93
This Super.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:21 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/21![JetBlue logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:25 pm
MDW
- BOS
1 stop11h 44m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:55 pm
ORD
- BOS
Nonstop2h 38m
JetBlue
Deal found 6/20![JetBlue logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:30 am
GRR
- BOS
Nonstop2h 03m
Allegiant Air
Deal found 6/23![Allegiant Air logo]()
$95
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 6/22![United Airlines logo]()
$96
Find flight deals from Michigan to Massachusetts
Keep the following information in mind while searching for Michigan to Massachusetts flight deals. Data was last updated June 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $143 (Cheapflightsfares) |
One-way from | $81 (Kiwi.com) |
Popular in | June |
Cheapest in | October |
Average price | $306 |
Good round-trip deal | $118 or less |
Good one-way deal | $88 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Michigan to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 23, 2026.
Use the filters below to find and compare flights from Michigan to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 7/7
7:25 pm-11:00 pm
Nonstop2h 35m
Boston Logan Intl
Sun 7/12
7:30 am-9:26 am
Nonstop2h 56m
$178
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sun 7/12
5:15 am-8:25 am
Nonstop2h 10m
Boston Logan Intl
Wed 7/15
1:25 pm-3:05 pm
Nonstop2h 40m
$179
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/17
9:41 pm-1:14 am
Nonstop2h 33m
Boston Logan Intl
Wed 7/22
5:45 am-9:36 am
1 stop4h 51m
$180
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 8/13
6:00 am-2:41 pm
1 stop7h 41m
Boston Logan Intl
Mon 8/24
5:01 am-8:48 am
1 stop4h 47m
$185
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 8/6
10:30 am-1:59 pm
Nonstop2h 29m
Boston Logan Intl
Mon 8/10
7:30 am-9:26 am
Nonstop2h 56m
$191
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 8/6
6:05 am-9:29 am
Nonstop2h 24m
Boston Logan Intl
Mon 8/10
6:00 am-7:58 am
Nonstop2h 58m
$196
Traverse CityBoston
TVC - BOS
TVCBOS
Traverse City Cherry Capital
Thu 7/9
7:43 pm-9:53 pm
Nonstop2h 10m
Boston Logan Intl
Sat 7/11
4:08 pm-6:36 pm
Nonstop2h 28m
$197
Traverse CityBoston
TVC - BOS
TVCBOS
Traverse City Cherry Capital
Thu 7/9
7:43 pm-9:53 pm
Nonstop2h 10m
Boston Logan Intl
Sun 7/12
4:53 pm-7:21 pm
Nonstop2h 28m
$198
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 9/19
4:35 pm-8:20 pm
Nonstop2h 45m
Boston Logan Intl
Mon 9/28
8:50 pm-10:32 pm
Nonstop2h 42m
$202
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 7/18
7:29 am-11:02 am
Nonstop2h 33m
Boston Logan Intl
Sat 7/18
8:20 pm-10:20 pm
Nonstop3h 00m
$203
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Michigan to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Michigan with our price prediction graph.
ORD-BOS
TVC-BOS
MDW-BOS
ORD-BDL
DTW-BDL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Michigan to Massachusetts
USMI-USMA
ORD-BOS
TVC-BOS
MDW-BOS
ORD-BDL
What is the cheapest month to book a flight from Michigan to Massachusetts?
Currently, December is the cheapest month in which you can book a flight from Michigan to Massachusetts (average of $72). Flying from Michigan to Massachusetts in April is currently the most expensive (average of $613). 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.
What is the cheapest time of day to fly from MI to MA?
Find hourly flight availability from Michigan to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 23, 2026.
It’s typically best to fly out from Michigan to Massachusetts in the evening. Doing so could potentially save you 72% on the flight price compared to flying in the afternoon, which is usually more expensive.
Weekly flight availability from Michigan to Massachusetts
Explore weekly flight availability from Michigan to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 23, 2026.
The most flights from USMI to USMA are scheduled on a Monday (35 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from Michigan to Massachusetts?
How far ahead should I book a flight from Michigan to Massachusetts?
The price you pay for your flight from Michigan to Massachusetts may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Michigan to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Michigan to Massachusetts. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Michigan to Massachusetts flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated June 23, 2026.
Read through reviews of airlines operating flights from Michigan to Massachusetts, such as Delta,United Airlines, andAllegiant Air. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Comfort
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Michigan to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Michigan to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Michigan to Massachusetts by cabin class
Find flights from Michigan to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Michigan and Massachusetts flights
Browse other Michigan and Massachusetts flight options. Last updated on June 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Massachusetts
Find the right flight back to Michigan after your stay in Massachusetts
Michigan to Massachusetts flights
Consider these flights traveling from Michigan to Massachusetts.
Top 7 airlines flying from Michigan to Massachusetts
Discover the top 7 airlines that operate flights from Michigan to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$314 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$86 | Average$210 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$176 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$93 | Average$330 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$137 | Average$324 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$187 | Average$352 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$286 | Average$420 | FlexibilityNo cancel fee | On-time63% |