$89+ Cheap flights from Massachusetts to Michigan
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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — DTW
Jul 23 — Jul 301
Round-trip
1 adult, Economy
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Cheapest flights from Massachusetts to MichiganExplore the most affordable flight options available from Massachusetts to Michigan. 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 Massachusetts to Michigan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
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.
Sat 8/228:40 am
BOS
- MDW
Nonstop2h 35m
Southwest
Thu 8/275:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/23![Southwest logo]()
$175
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.
Wed 7/155:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Fri 7/245:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 6/22![JetBlue logo]()
$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/134:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/22![Southwest logo]()
$178
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.
Wed 7/88:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Fri 7/107:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 6/18![United Airlines logo]()
$178
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Fri 7/177:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/21![Southwest logo]()
$179
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 7/98:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Wed 7/1510:30 am
ORD
- BOS
Nonstop2h 37m
United Airlines
Deal found 6/22![United Airlines logo]()
$179
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 7/48:45 am
BOS
- MDW
1 stop7h 10m
Southwest
Sat 7/115:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/20![Southwest logo]()
$180
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 7/228:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Tue 7/289:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/21![JetBlue logo]()
$180
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.
Wed 7/158:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sat 7/189:41 am
ORD
- BOS
1 stop8h 18m
JetBlue
Deal found 6/23![JetBlue logo]()
$181
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.
Tue 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Thu 7/167:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/23![Southwest logo]()
$182
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:45 pm
BOS
- ORD
1 stop7h 18m
JetBlue
Tue 7/149:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/22![JetBlue logo]()
$182
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/22![Southwest logo]()
$183
Best flights from Massachusetts to MichiganDiscover carefully curated flight deals from Massachusetts to Michigan 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 Massachusetts to Michigan 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 6/18. 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.
Sat 7/45:05 pm
BOS
- ORD
Nonstop3h 12m
Delta
Thu 7/93:19 pm
ORD
- BOS
Nonstop2h 40m
Delta
Deal found 6/18![Delta logo]()
$178
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Tue 7/216:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/20![United Airlines logo]()
$180
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 8/255:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Fri 8/2810:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 6/19![JetBlue logo]()
$189
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 8/169:05 pm
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 8/196:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/20![Southwest logo]()
$193
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.
Sun 8/235:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Thu 8/276:15 am
ORD
- BOS
Nonstop2h 21m
United Airlines
Deal found 6/22![United Airlines logo]()
$180
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.
Sat 8/227:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Mon 8/243:19 pm
ORD
- BOS
Nonstop2h 40m
Delta
Deal found 6/18![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.
Sat 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/207:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/20![Southwest logo]()
$200
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 7/176:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 7/216:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 6/22![United Airlines logo]()
$190
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 7/78:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Sat 7/116:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/21![Delta logo]()
$191
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 7/42:05 pm
BOS
- MDW
1 stop4h 25m
Southwest
Tue 7/712:45 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/20![Southwest logo]()
$201
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.
Thu 8/204:16 pm
BOS
- ORD
Nonstop3h 04m
Delta
Fri 8/217:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 6/21![Delta logo]()
$191
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 7/97:27 pm
BOS
- ORD
1 stop5h 04m
United Airlines
Mon 7/139:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/22![United Airlines logo]()
$197
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.
Tue 7/215:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Thu 7/237:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/19![Southwest logo]()
$203
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.
Wed 8/124:30 pm
BOS
- DTW
1 stop7h 28m
JetBlue
Tue 8/187:30 am
DTW
- BOS
Nonstop1h 50m
JetBlue
Deal found 6/20![JetBlue logo]()
$257
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.
Tue 7/78:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Thu 7/910:28 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/20![Delta logo]()
$200
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.
Fri 7/175:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 7/2112:45 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/18![Southwest logo]()
$206
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Sun 8/99:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/20![United Airlines logo]()
$208
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.
Sun 8/27:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Sat 8/84:30 pm
ORD
- BOS
Nonstop2h 41m
Delta
Deal found 6/20![Delta logo]()
$203
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.
Thu 9/108:20 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Sun 9/137:55 am
MDW
- BOS
Nonstop2h 30m
Southwest
Deal found 6/19![Southwest logo]()
$207
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:49 am
BOS
- DTW
Nonstop2h 08m
JetBlue
Sat 7/117:30 am
DTW
- BOS
Nonstop1h 52m
JetBlue
Deal found 6/23![JetBlue logo]()
$297
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.
Mon 8/35:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 8/52:00 pm
MDW
- BOS
2 stops7h 10m
Southwest
Deal found 6/23![Southwest logo]()
$221
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 7/166:05 pm
BOS
- DTW
1 stop5h 54m
JetBlue
Wed 7/226:00 am
DTW
- BOS
1 stop5h 33m
JetBlue
Deal found 6/22![JetBlue logo]()
$314
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.
Mon 7/205:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 7/217:50 am
MDW
- BOS
1 stop6h 10m
Southwest
Deal found 6/20![Southwest logo]()
$225
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.
Sat 9/126:00 am
BOS
- TVC
2 stops9h 48m
United Airlines
Sat 9/196:31 am
TVC
- BOS
2 stops10h 17m
United Airlines
Deal found 6/21![United Airlines logo]()
$288
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/83:00 pm
BOS
- DTW
Nonstop2h 12m
JetBlue
Sat 7/116:00 am
DTW
- BOS
1 stop5h 33m
JetBlue
Deal found 6/23![JetBlue logo]()
$324
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:07 pm
BOS
- TVC
Nonstop2h 33m
Delta
Tue 8/1811:48 am
TVC
- BOS
Nonstop2h 21m
Delta
Deal found 6/22![Delta logo]()
$277
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:05 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 8/308:50 am
MDW
- BOS
1 stop6h 15m
Southwest
Deal found 6/22![Southwest logo]()
$234
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:50 am
BOS
- TVC
1 stop5h 20m
United Airlines
Sat 7/111:46 pm
TVC
- BOS
1 stop5h 42m
United Airlines
Deal found 6/20![United Airlines logo]()
$297
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 7/105:15 pm
BOS
- TVC
1 stop6h 53m
Delta
Fri 7/1711:54 am
TVC
- BOS
Nonstop2h 21m
Delta
Deal found 6/18![Delta logo]()
$282
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.
Tue 8/118:15 am
BOS
- MDW
2 stops5h 50m
Southwest
Thu 8/135:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/18![Southwest logo]()
$238
Last-minute flights from Massachusetts to MichiganDiscover last-minute flight deals from Massachusetts to Michigan. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Michigan. 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 7/48:45 am
BOS
- MDW
1 stop7h 10m
Southwest
Sat 7/115:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/20![Southwest logo]()
$180
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:45 pm
BOS
- ORD
1 stop7h 18m
JetBlue
Tue 7/149:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/22![JetBlue logo]()
$182
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/134:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/22![Southwest logo]()
$178
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.
Wed 7/88:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 7/137:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 6/21![United Airlines logo]()
$178
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 7/98:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Wed 7/1510:30 am
ORD
- BOS
Nonstop2h 37m
United Airlines
Deal found 6/22![United Airlines logo]()
$179
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Fri 7/177:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/21![Southwest logo]()
$179
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.
Tue 7/145:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Thu 7/167:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/23![Southwest logo]()
$182
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.
Wed 7/155:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Fri 7/245:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 6/22![JetBlue logo]()
$177
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.
Wed 7/158:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Tue 7/216:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Deal found 6/23![JetBlue logo]()
$181
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/22![Southwest logo]()
$183
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Tue 7/289:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 6/23![JetBlue logo]()
$180
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.
Mon 7/275:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 7/292:40 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/23![Southwest logo]()
$175
One-way flights from Massachusetts to MichiganSearch for one-way flight options from Massachusetts to Michigan. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
Search for one-way flight options from Massachusetts to Michigan. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:15 am
BOS
- TVC
Nonstop2h 39m
JetBlue
Deal found 6/23![JetBlue logo]()
$89
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.
Mon 8/178:02 pm
ALB
- DTW
1 stop21h 20m
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.
Fri 8/148:02 pm
ALB
- ORD
1 stop17h 13m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$92
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/148:41 am
BOS
- ORD
1 stop8h 36m
JetBlue
Deal found 6/22![JetBlue logo]()
$97
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.
Sat 7/114:08 pm
BOS
- TVC
Nonstop2h 28m
JetBlue
Deal found 6/22![JetBlue logo]()
$98
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.
Thu 8/135:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Deal found 6/19![United Airlines logo]()
$98
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:02 pm
ALB
- ORD
1 stop17h 58m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$99
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 9/1610:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Deal found 6/19![Southwest logo]()
$99
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.
Sat 8/159:50 am
BOS
- TVC
Nonstop2h 27m
Delta
Deal found 6/23![Delta logo]()
$99
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.
Wed 9/1611:25 am
BOS
- ORD
Nonstop2h 55m
JetBlue
Deal found 6/22![JetBlue logo]()
$99
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 7/285:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/21![JetBlue logo]()
$100
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:20 pm
BOS
- ORD
Nonstop3h 05m
JetBlue
Deal found 6/18![JetBlue logo]()
$102
Find flight deals from Massachusetts to Michigan
Keep the following information in mind while searching for Massachusetts to Michigan flight deals. Data was last updated June 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $175 (Southwest) |
One-way from | $89 (JetBlue) |
Popular in | March |
Cheapest in | January |
Average price | $336 |
Good round-trip deal | $106 or less |
Good one-way deal | $88 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Michigan 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 Massachusetts to Michigan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 7/4
5:05 pm-7:17 pm
Nonstop3h 12m
Chicago O'Hare Intl
Thu 7/9
3:19 pm-6:59 pm
Nonstop2h 40m
$178
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 7/20
8:15 am-10:12 am
Nonstop2h 57m
Chicago O'Hare Intl
Tue 7/21
6:00 am-11:16 am
1 stop4h 16m
$180
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sun 8/23
5:45 am-9:38 am
1 stop4h 53m
Chicago O'Hare Intl
Thu 8/27
6:15 am-9:36 am
Nonstop2h 21m
$180
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 8/22
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Mon 8/24
3:19 pm-6:59 pm
Nonstop2h 40m
$183
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 8/25
5:01 am-8:48 am
1 stop4h 47m
Chicago O'Hare Intl
Fri 8/28
10:56 am-2:23 pm
Nonstop2h 27m
$189
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 7/17
6:00 am-7:58 am
Nonstop2h 58m
Chicago O'Hare Intl
Tue 7/21
6:20 pm-9:56 pm
Nonstop2h 36m
$190
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/7
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sat 7/11
6:59 am-10:30 am
Nonstop2h 31m
$191
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 8/20
4:16 pm-6:20 pm
Nonstop3h 04m
Chicago O'Hare Intl
Fri 8/21
7:30 pm-11:00 pm
Nonstop2h 30m
$191
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sun 8/16
9:05 pm-10:40 pm
Nonstop2h 35m
Chicago Midway
Wed 8/19
6:40 am-9:55 am
Nonstop2h 15m
$193
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/9
7:27 pm-11:31 pm
1 stop5h 04m
Chicago O'Hare Intl
Mon 7/13
9:41 pm-1:14 am
Nonstop2h 33m
$197
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Michigan
Have a flexible travel schedule? Discover the best time to fly to Michigan from Massachusetts with our price prediction graph.
BOS-TVC
ALB-DTW
ALB-ORD
BOS-ORD
BOS-MDW
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 Massachusetts to Michigan
USMA-USMI
BOS-TVC
ALB-DTW
ALB-ORD
BOS-ORD
What is the cheapest month to book a flight from Massachusetts to Michigan?
Currently, December is the cheapest month in which you can book a flight from Massachusetts to Michigan (average of $63). Flying from Massachusetts to Michigan in April is currently the most expensive (average of $628). 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 MA to MI?
Find hourly flight availability from Massachusetts to Michigan. 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.
Unlike at noon, when flights are generally more expensive, you can save up to 21% on flights from Massachusetts to Michigan by exploring options for tickets in the afternoon.
Weekly flight availability from Massachusetts to Michigan
Explore weekly flight availability from Massachusetts to Michigan. 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 USMA to USMI are scheduled on a Monday (33 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).
How much does it cost to fly round-trip from Massachusetts to Michigan?
How far ahead should I book a flight from Massachusetts to Michigan?
The price you pay for your flight from Massachusetts to Michigan may vary depending on when you book. For the best chance of a lower fare, look to book 81 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 Massachusetts to Michigan?
Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Michigan. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Massachusetts to Michigan flight should consider departing on Friday mornings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Michigan
Get insights into the airlines that provide service to Michigan. 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 Michigan. Reviews last updated June 23, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAllegiant Air from Massachusetts to Michigan by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Michigan. 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 Massachusetts to Michigan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Michigan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Michigan by cabin class
Find flights from Massachusetts to Michigan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Michigan flights
Browse other Massachusetts and Michigan 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 Michigan
Find the right flight back to Massachusetts after your stay in Michigan
Massachusetts to Michigan flights
Consider these flights traveling from Massachusetts to Michigan.
Top 6 airlines flying from Massachusetts to Michigan
Discover the top 6 airlines that operate flights from Massachusetts to Michigan. 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$224 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$349 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$88 | Average$176 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$143 | Average$345 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$164 | Average$346 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$216 | Average$395 | FlexibilityNo cancel fee | On-time63% |