$96+ Cheap flights from Midway (MDW) to New Hampshire
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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MHT
Jul 15 — Jul 221
Round-trip
1 adult, Economy
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Find cheap flights from Midway to New Hampshire with Cheapflights
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Cheapest flights from Midway to New HampshireExplore the most affordable flight options available from Midway to New Hampshire. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
Explore the most affordable flight options available from Midway to New Hampshire. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 7/37:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Wed 9/301:20 pm
BOS
- MDW
2 stops6h 45m
Southwest
Deal found 6/10![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 6/11. 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 6/297:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 7/45:40 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 6/11![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 6/11. 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 8/258:40 am
MDW
- BOS
2 stops6h 20m
Southwest
Sat 8/297:05 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/11![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 6/11. 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 7/411:10 am
MDW
- BOS
2 stops8h 25m
Southwest
Tue 7/75:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/11![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/10. 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 8/86:35 am
MDW
- BOS
2 stops9h 55m
Southwest
Wed 8/127:15 pm
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$186
This Southwest deal was found by Cheapflights users on 6/10. 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 6/297:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Thu 7/25:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 6/14. 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
Tue 8/184:55 pm
BOS
- MDW
1 stop4h 50m
Southwest
Deal found 6/14![Southwest logo]()
$188
This Southwest deal was found by Cheapflights users on 6/10. 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 7/48:55 am
MDW
- BOS
1 stop7h 05m
Southwest
Thu 7/235:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 6/14. 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 7/156:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Thu 7/165:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/14![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 6/10. 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 7/79:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 7/115:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 6/11. 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 7/16:05 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 7/47:45 am
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 6/11![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 6/10. 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 9/53:20 pm
MDW
- PWM
Nonstop2h 15m
Southwest
Sat 9/265:40 am
PWM
- MDW
1 stop6h 00m
Southwest
Deal found 6/10![Southwest logo]()
$283
Best flights from Midway to New HampshireDiscover carefully curated flight deals from Midway to New Hampshire that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
Discover carefully curated flight deals from Midway to New Hampshire that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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 7/72:40 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Wed 7/155:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/11![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 6/12. 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 9/1010:35 am
MDW
- PWM
2 stops11h 36m
Delta
Sun 9/136:00 am
PWM
- MDW
1 stop6h 54m
Delta
Deal found 6/12![Delta logo]()
$395
This Southwest deal was found by Cheapflights users on 6/10. 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 7/27:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Tue 7/75:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$203
This Southwest deal was found by Cheapflights users on 6/14. 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 8/76:30 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Mon 8/108:20 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 6/14![Southwest logo]()
$212
This Southwest deal was found by Cheapflights users on 6/10. 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 8/65:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Mon 8/106:35 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 6/10![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 6/14. 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 7/27:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Wed 7/85:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/14![Southwest logo]()
$238
This Southwest deal was found by Cheapflights users on 6/13. 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 7/85:20 pm
MDW
- BOS
1 stop5h 15m
Southwest
Tue 7/145:25 am
BOS
- MDW
1 stop6h 35m
Southwest
Deal found 6/13![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 6/10. 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 7/185:45 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Sun 7/195:50 am
BOS
- MDW
1 stop5h 20m
Southwest
Deal found 6/10![Southwest logo]()
$264
This Delta deal was found by Cheapflights users on 6/10. 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 8/131:27 pm
MDW
- PWM
2 stops10h 32m
Delta
Mon 8/1711:50 am
PWM
- MDW
1 stop7h 11m
Delta
Deal found 6/10![Delta logo]()
$453
This Southwest deal was found by Cheapflights users on 6/12. 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 9/115:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sun 9/135:30 am
BOS
- MDW
1 stop5h 25m
Southwest
Deal found 6/12![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 6/10. 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 7/31:00 pm
MDW
- BOS
2 stops7h 40m
Southwest
Wed 9/301:20 pm
BOS
- MDW
2 stops6h 45m
Southwest
Deal found 6/10![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 6/11. 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 7/137:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Tue 7/1411:35 am
BOS
- MDW
2 stops6h 25m
Southwest
Deal found 6/11![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 6/14. 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 7/16:05 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Sun 7/55:30 am
BOS
- MDW
2 stops8h 35m
Southwest
Deal found 6/14![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 6/14. 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 8/166:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sun 8/238:00 am
BOS
- MDW
2 stops9h 35m
Southwest
Deal found 6/14![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 6/12. 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 7/86:15 pm
MDW
- PWM
Nonstop2h 20m
Southwest
Wed 7/157:30 am
PWM
- MDW
Nonstop2h 35m
Southwest
Deal found 6/12![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 6/14. 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 9/112:45 pm
MDW
- PWM
2 stops7h 25m
Southwest
Wed 9/26:15 pm
PWM
- MDW
1 stop5h 05m
Southwest
Deal found 6/14![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 6/13. 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 8/122:00 pm
MDW
- MHT
2 stops6h 50m
Southwest
Wed 8/197:45 am
MHT
- MDW
Nonstop2h 20m
Southwest
Deal found 6/13![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 6/10. 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 9/188:55 am
MDW
- MHT
Nonstop2h 15m
Southwest
Tue 9/2210:05 am
MHT
- MDW
2 stops7h 45m
Southwest
Deal found 6/10![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 6/13. 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 7/281:00 pm
MDW
- MHT
2 stops8h 50m
Southwest
Tue 8/45:35 am
MHT
- MDW
2 stops7h 30m
Southwest
Deal found 6/13![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 6/12. 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 7/247:00 pm
MDW
- PWM
1 stop4h 10m
Southwest
Wed 7/297:30 am
PWM
- MDW
Nonstop2h 35m
Southwest
Deal found 6/12![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 6/10. 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 7/85:30 pm
MDW
- PWM
1 stop4h 30m
Southwest
Thu 7/167:40 am
PWM
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 6/11. 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 8/159:05 am
MDW
- PWM
1 stop4h 55m
Southwest
Tue 8/187:45 am
PWM
- MDW
Nonstop2h 35m
Southwest
Deal found 6/11![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 6/15. 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 7/155:30 pm
MDW
- MHT
1 stop4h 20m
Southwest
Fri 7/3111:30 am
MHT
- MDW
2 stops7h 25m
Southwest
Deal found 6/15![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 6/11. 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 7/17:40 am
MDW
- MHT
Nonstop2h 10m
Southwest
Mon 7/66:00 am
MHT
- MDW
Nonstop2h 20m
Southwest
Deal found 6/11![Southwest logo]()
$424
This Southwest deal was found by Cheapflights users on 6/13. 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 6/296:55 pm
MDW
- PWM
Nonstop2h 15m
Southwest
Fri 7/37:40 am
PWM
- MDW
Nonstop2h 35m
Southwest
Deal found 6/13![Southwest logo]()
$431
This Southwest deal was found by Cheapflights users on 6/14. 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 10/128:35 am
MDW
- MHT
2 stops6h 20m
Southwest
Sat 10/175:40 am
MHT
- MDW
1 stop6h 10m
Southwest
Deal found 6/14![Southwest logo]()
$434
This Southwest deal was found by Cheapflights users on 6/14. 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 7/187:45 am
MDW
- MHT
2 stops7h 40m
Southwest
Sat 7/255:05 pm
MHT
- MDW
1 stop6h 25m
Southwest
Deal found 6/14![Southwest logo]()
$438
This Southwest deal was found by Cheapflights users on 6/14. 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 8/75:25 pm
MDW
- PWM
1 stop4h 00m
Southwest
Wed 8/125:45 am
PWM
- MDW
2 stops7h 05m
Southwest
Deal found 6/14![Southwest logo]()
$439
This Southwest deal was found by Cheapflights users on 6/12. 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 7/132:40 pm
MDW
- MHT
2 stops8h 30m
Southwest
Tue 7/143:55 pm
MHT
- MDW
2 stops8h 20m
Southwest
Deal found 6/12![Southwest logo]()
$439
This Southwest deal was found by Cheapflights users on 6/10. 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 8/76:10 pm
MDW
- PWM
Nonstop2h 20m
Southwest
Sun 8/97:40 am
PWM
- MDW
Nonstop2h 30m
Southwest
Deal found 6/10![Southwest logo]()
$465
Last-minute flights from Midway to New HampshireDiscover last-minute flight deals from Midway to New Hampshire. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to New Hampshire. Data last updated June 15, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/11. 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 6/297:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 7/45:40 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 6/11![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 6/10. 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 6/297:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Fri 7/36:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 6/10![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 6/11. 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 7/16:05 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 7/47:45 am
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 6/11![Southwest logo]()
$193
This Southwest deal was found by Cheapflights users on 6/10. 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 7/37:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Wed 9/301:20 pm
BOS
- MDW
2 stops6h 45m
Southwest
Deal found 6/10![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 6/11. 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 7/411:10 am
MDW
- BOS
2 stops8h 25m
Southwest
Tue 7/75:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/11![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/10. 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 7/48:55 am
MDW
- BOS
1 stop7h 05m
Southwest
Thu 7/235:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 6/10. 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 7/79:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Sat 7/115:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 6/12. 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 7/86:15 pm
MDW
- PWM
Nonstop2h 20m
Southwest
Wed 7/157:30 am
PWM
- MDW
Nonstop2h 35m
Southwest
Deal found 6/12![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 6/12. 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 7/115:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Mon 7/136:45 pm
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 6/12![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 6/14. 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 7/156:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Thu 7/165:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/14![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 6/13. 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 7/154:10 pm
MDW
- PWM
1 stop5h 50m
Southwest
Wed 7/225:30 am
PWM
- MDW
1 stop6h 30m
Southwest
Deal found 6/13![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 6/13. 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 7/287:40 am
MDW
- MHT
Nonstop2h 10m
Southwest
Tue 8/46:15 pm
MHT
- MDW
Nonstop2h 20m
Southwest
Deal found 6/13![Southwest logo]()
$317
One-way flights from Midway to New HampshireSearch for one-way flight options from Midway to New Hampshire. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
Search for one-way flight options from Midway to New Hampshire. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
This Southwest deal was found by Cheapflights users on 6/10. 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 7/185:45 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 6/10![Southwest logo]()
$96
This Southwest deal was found by Cheapflights users on 6/11. 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 8/42:00 pm
MDW
- BOS
2 stops7h 10m
Southwest
Deal found 6/11![Southwest logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/249:21 pm
MDW
- BOS
1 stop11h 48m
Allegiant Air
Deal found 6/13![Allegiant Air logo]()
$99
This Southwest deal was found by Cheapflights users on 6/11. 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 9/75:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/11![Southwest logo]()
$101
This eDestinos deal was found by Cheapflights users on 6/12. 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 eDestinos 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 6/12![Allegiant Air logo]()
$103
This Southwest deal was found by Cheapflights users on 6/11. 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
Deal found 6/11![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 6/14. 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 7/145:20 pm
MDW
- BOS
1 stop5h 15m
Southwest
Deal found 6/14![Southwest logo]()
$106
This Southwest deal was found by Cheapflights users on 6/11. 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 6/297:35 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/11![Southwest logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/79:25 pm
MDW
- BOS
1 stop11h 59m
Allegiant Air
Deal found 6/11![Allegiant Air logo]()
$109
This Frontier deal was found by Cheapflights users on 6/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:04 pm
MDW
- BOS
1 stop12h 23m
Frontier
Deal found 6/10![Frontier logo]()
$111
This Southwest deal was found by Cheapflights users on 6/11. 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 8/58:30 am
MDW
- MHT
Nonstop2h 20m
Southwest
Deal found 6/11![Southwest logo]()
$111
This Southwest deal was found by Cheapflights users on 6/14. 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 7/176:00 pm
MDW
- BOS
1 stop4h 30m
Southwest
Deal found 6/14![Southwest logo]()
$115
Find flight deals from Midway to New Hampshire
Keep the following information in mind while searching for Midway to New Hampshire flight deals. Data was last updated June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $181 (Southwest) |
One-way from | $96 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $257 |
Good round-trip deal | $355 or less |
Good one-way deal | $164 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to New Hampshire 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 15, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to New Hampshire that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Tue 7/7
2:40 pm-6:00 pm
Nonstop2h 20m
Boston Logan Intl
Wed 7/15
5:35 am-7:10 am
Nonstop2h 35m
$191
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 7/2
7:35 pm-10:50 pm
Nonstop2h 15m
Boston Logan Intl
Tue 7/7
5:35 am-7:10 am
Nonstop2h 35m
$203
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 8/7
6:30 pm-9:50 pm
Nonstop2h 20m
Boston Logan Intl
Mon 8/10
8:20 pm-10:00 pm
Nonstop2h 40m
$212
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 8/6
5:45 am-9:00 am
Nonstop2h 15m
Boston Logan Intl
Mon 8/10
6:35 pm-8:15 pm
Nonstop2h 40m
$233
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 7/2
7:40 am-10:55 am
Nonstop2h 15m
Boston Logan Intl
Wed 7/8
5:35 am-7:10 am
Nonstop2h 35m
$238
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Wed 7/8
5:20 pm-11:35 pm
1 stop5h 15m
Boston Logan Intl
Tue 7/14
5:25 am-11:00 am
1 stop6h 35m
$246
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 7/18
5:45 pm-9:10 pm
Nonstop2h 25m
Boston Logan Intl
Sun 7/19
5:50 am-10:10 am
1 stop5h 20m
$264
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 9/11
5:45 am-9:00 am
Nonstop2h 15m
Boston Logan Intl
Sun 9/13
5:30 am-9:55 am
1 stop5h 25m
$276
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 7/3
1:00 pm-9:40 pm
2 stops7h 40m
Boston Logan Intl
Wed 9/30
1:20 pm-7:05 pm
2 stops6h 45m
$277
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Mon 7/13
7:35 pm-10:55 pm
Nonstop2h 20m
Boston Logan Intl
Tue 7/14
11:35 am-5:00 pm
2 stops6h 25m
$278
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Midway to New Hampshire
Have a flexible travel schedule? Discover the best time to fly to New Hampshire from Midway with our price prediction graph.
MDW-BOS
MDW-MHT
MDW-PWM
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 Chicago Midway Airport to New Hampshire
MDW-USNH
MDW-BOS
MDW-MHT
MDW-PWM
What is the cheapest time of day to fly from MDW to NH?
Find hourly flight availability from Midway to New Hampshire. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 15, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to New Hampshire is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 27% on airfare.
Weekly flight availability from Chicago Midway Airport to New Hampshire
Explore weekly flight availability from Midway to New Hampshire. 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 15, 2026.
The most flights from MDW to USNH are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
What is the cheapest day to fly from Chicago Midway Airport to New Hampshire?
Use this chart to determine the cheapest time to fly round-trip from Midway to New Hampshire. Price data was last updated on June 13, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to New Hampshire flight should consider departing on Saturday mornings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing New Hampshire
Get insights into the airlines that provide service to New Hampshire. 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 New Hampshire. Reviews last updated June 15, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to New Hampshire, such as Southwest. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Midway to New Hampshire. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Midway to New Hampshire
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to New Hampshire by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Midway to New Hampshire, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and New Hampshire flights
Browse other Midway and New Hampshire flight options. Last updated on June 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to New Hampshire flights
Consider these flights traveling from Midway to New Hampshire.
Top airline flying from Midway to New Hampshire
Discover the top airline that operate flights from Midway to New Hampshire. 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 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$429 | FlexibilityNo cancel fee | On-time63% |