$85+ Cheap flights from Chicago (CHI) 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.
CHI — MHT
Jul 11 — Jul 181
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to New Hampshire with Cheapflights
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Cheapest flights from Chicago to New HampshireExplore the most affordable flight options available from Chicago to New Hampshire. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 2026.
Explore the most affordable flight options available from Chicago to New Hampshire. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 2026.
This United Airlines deal was found by Cheapflights users on 6/8. 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 8/107:33 am
ORD
- BOS
Nonstop2h 32m
United Airlines
Sun 8/167:05 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/8![United Airlines logo]()
$181
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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Tue 7/77:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/11![United Airlines 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.
Wed 7/16:05 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Tue 7/75:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$182
This JetBlue deal was found by Cheapflights users on 6/7. 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 7/16:00 am
ORD
- BOS
1 stop7h 22m
JetBlue
Wed 7/88:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 6/7![JetBlue 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.
Fri 10/162:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Mon 10/199:45 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 6/11![Southwest logo]()
$183
This Super.com deal was found by Cheapflights users on 6/7. 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 7/166:00 am
ORD
- BOS
1 stop7h 48m
JetBlue
Sun 7/195:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/7![JetBlue logo]()
$184
This Southwest deal was found by Cheapflights users on 6/8. 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 10/1711:50 am
MDW
- BOS
Nonstop2h 25m
Southwest
Tue 10/2010:35 am
BOS
- MDW
1 stop7h 35m
Southwest
Deal found 6/8![Southwest logo]()
$184
This JetBlue deal was found by Cheapflights users on 6/8. 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 8/68:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Mon 8/105:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Deal found 6/8![JetBlue logo]()
$185
This Southwest deal was found by Cheapflights users on 6/8. 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 10/222:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Mon 10/268:40 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$185
This Cheapflightsfares deal was found by Cheapflights users on 6/9. 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 7/2210:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Sun 7/265:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/9![JetBlue 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.
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
Best flights from Chicago to New HampshireDiscover carefully curated flight deals from Chicago to New Hampshire that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 11, 2026.
Discover carefully curated flight deals from Chicago to New Hampshire that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 11, 2026.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Fri 7/178:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 6/10![United Airlines logo]()
$183
This JetBlue deal was found by Cheapflights users on 6/7. 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 8/1210:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Sun 8/165:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Deal found 6/7![JetBlue logo]()
$191
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 7/1610:28 am
ORD
- BOS
Nonstop2h 31m
Delta
Mon 7/208:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 6/10![Delta logo]()
$191
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 KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:00 am
ORD
- BOS
Nonstop2h 26m
American Airlines
Wed 7/15:00 am
BOS
- ORD
Nonstop2h 58m
American Airlines
Deal found 6/10![American Airlines logo]()
$233
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/1112:16 pm
ORD
- BOS
1 stop4h 36m
United Airlines
Thu 8/138:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Deal found 6/6![United Airlines logo]()
$188
This Delta deal was found by Cheapflights users on 6/7. 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 8/269:30 am
ORD
- ORH
1 stop6h 30m
Delta
Tue 9/15:40 pm
ORH
- ORD
1 stop5h 44m
Delta
Deal found 6/7![Delta logo]()
$192
This JetBlue deal was found by Cheapflights users on 6/8. 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 8/218:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Mon 8/245:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Deal found 6/8![JetBlue logo]()
$200
This Delta deal was found by Cheapflights users on 6/6. 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 7/44:00 pm
ORD
- BOS
Nonstop2h 45m
Delta
Sat 7/117:59 pm
BOS
- ORD
Nonstop3h 00m
Delta
Deal found 6/6![Delta logo]()
$197
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 8/205:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Tue 8/258:15 am
BOS
- MDW
2 stops5h 50m
Southwest
Deal found 6/10![Southwest logo]()
$218
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:56 am
ORD
- LEB
1 stop6h 26m
Multiple Airlines
Tue 7/1410:57 am
LEB
- ORD
1 stop9h 18m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$460
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.
Sun 8/97:55 am
ORD
- BOS
Nonstop2h 29m
Delta
Wed 8/128:50 pm
BOS
- ORD
Nonstop2h 54m
Delta
Deal found 6/10![Delta logo]()
$199
This United Airlines deal was found by Cheapflights users on 6/9. 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 6/259:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Mon 6/295:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Deal found 6/9![United Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 6/8. 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 8/196:30 am
MDW
- MHT
1 stop6h 50m
Southwest
Wed 8/266:15 pm
MHT
- MDW
Nonstop2h 20m
Southwest
Deal found 6/8![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 6/9. 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 8/47:55 am
ORD
- BOS
Nonstop2h 29m
Delta
Sat 8/87:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/9![Delta logo]()
$209
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 Delta deal was found by Cheapflights users on 6/7. 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 7/287:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Sun 8/97:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/7![Delta logo]()
$213
This Southwest deal was found by Cheapflights users on 6/6. 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 7/295:30 pm
MDW
- BOS
1 stop4h 55m
Southwest
Mon 8/35:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/6![Southwest logo]()
$236
This Delta deal was found by Cheapflights users on 6/8. 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 7/297:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Sat 8/87:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 6/8![Delta logo]()
$213
This Southwest deal was found by Cheapflights users on 6/6. 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 8/89:05 am
MDW
- BOS
Nonstop2h 20m
Southwest
Wed 8/1210:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Deal found 6/6![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 6/8. 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 8/86:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Wed 8/126:03 am
PWM
- ORD
Nonstop2h 57m
United Airlines
Deal found 6/8![United Airlines logo]()
$297
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:00 am
ORD
- PWM
1 stop6h 54m
JetBlue
Sat 8/152:40 pm
PWM
- ORD
1 stop8h 15m
JetBlue
Deal found 6/10![JetBlue logo]()
$327
This Delta deal was found by Cheapflights users on 6/7. 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 7/110:35 am
ORD
- ORH
1 stop5h 28m
Delta
Tue 7/75:40 pm
ORH
- ORD
1 stop5h 56m
Delta
Deal found 6/7![Delta logo]()
$218
This Southwest deal was found by Cheapflights users on 6/7. 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 6/265:05 pm
MDW
- BOS
1 stop6h 05m
Southwest
Tue 6/305:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/7![Southwest logo]()
$248
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/116:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Wed 7/156:00 am
PWM
- ORD
Nonstop3h 00m
United Airlines
Deal found 6/8![United Airlines logo]()
$307
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/298:59 pm
ORD
- PWM
Nonstop2h 43m
American Airlines
Wed 7/13:05 pm
PWM
- ORD
1 stop7h 25m
American Airlines
Deal found 6/10![American Airlines logo]()
$424
This Southwest deal was found by Cheapflights users on 6/8. 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 7/35:05 pm
MDW
- BOS
1 stop6h 05m
Southwest
Sat 7/45:30 am
BOS
- MDW
2 stops7h 35m
Southwest
Deal found 6/8![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 6/7. 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 7/310:35 am
ORD
- ORH
1 stop5h 28m
Delta
Wed 7/85:40 pm
ORH
- ORD
1 stop5h 56m
Delta
Deal found 6/7![Delta logo]()
$258
This United Airlines deal was found by Cheapflights users on 6/8. 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 8/2910:50 am
ORD
- MHT
1 stop7h 10m
United Airlines
Tue 9/12:46 pm
MHT
- ORD
1 stop4h 51m
United Airlines
Deal found 6/8![United Airlines logo]()
$345
This JetBlue deal was found by Cheapflights users on 6/8. 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 8/1910:56 am
ORD
- LEB
1 stop6h 26m
JetBlue
Wed 8/262:46 pm
LEB
- ORD
1 stop5h 39m
JetBlue
Deal found 6/8![JetBlue logo]()
$418
Last-minute flights from Chicago to New HampshireDiscover last-minute flight deals from Chicago to New Hampshire. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to New Hampshire. Data last updated June 11, 2026 and is based on user searches.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/298:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Sat 7/44:43 pm
BOS
- ORD
1 stop5h 47m
JetBlue
Deal found 6/10![JetBlue logo]()
$187
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 7/16:05 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Tue 7/75:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/10![Southwest logo]()
$182
This JetBlue deal was found by Cheapflights users on 6/7. 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 7/18:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Tue 7/72:45 pm
BOS
- ORD
1 stop7h 18m
JetBlue
Deal found 6/7![JetBlue logo]()
$183
This Southwest deal was found by Cheapflights users on 6/9. 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 7/47:00 am
BOS
- MDW
2 stops11h 00m
Southwest
Deal found 6/9![Southwest logo]()
$185
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Tue 7/77:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/11![United Airlines 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.
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 6/8. 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 7/67:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Fri 7/105:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$187
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Fri 7/107:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/11![United Airlines logo]()
$188
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/99:15 am
ORD
- BOS
Nonstop2h 42m
United Airlines
Thu 7/98:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 6/8![United Airlines logo]()
$181
This Super.com deal was found by Cheapflights users on 6/7. 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 7/166:00 am
ORD
- BOS
1 stop7h 48m
JetBlue
Sun 7/195:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/7![JetBlue logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 6/9. 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 7/2210:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Sun 7/265:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/9![JetBlue logo]()
$186
This JetBlue deal was found by Cheapflights users on 6/8. 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 7/239:40 am
ORD
- BOS
1 stop6h 27m
JetBlue
Tue 7/285:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/8![JetBlue logo]()
$185
One-way flights from Chicago to New HampshireSearch for one-way flight options from Chicago to New Hampshire. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
Search for one-way flight options from Chicago to New Hampshire. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This JetBlue deal was found by Cheapflights users on 6/7. 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.
Sat 7/185:27 pm
ORD
- PWM
1 stop5h 49m
JetBlue
Deal found 6/7![JetBlue logo]()
$85
This Super.com deal was found by Cheapflights users on 6/9. 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 6/2710:05 am
ORD
- BOS
1 stop6h 17m
JetBlue
Deal found 6/9![JetBlue logo]()
$95
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:05 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Deal found 6/10![United Airlines logo]()
$96
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
Deal found 6/10![Southwest logo]()
$96
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:00 am
ORD
- BOS
1 stop7h 41m
JetBlue
Deal found 6/10![JetBlue logo]()
$97
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 8/182:00 pm
MDW
- BOS
2 stops7h 10m
Southwest
Deal found 6/11![Southwest logo]()
$98
This JetBlue deal was found by Cheapflights users on 6/7. 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 7/18:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/7![JetBlue logo]()
$99
This Southwest deal was found by Cheapflights users on 6/6. 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
Deal found 6/6![Southwest logo]()
$99
This Delta deal was found by Cheapflights users on 6/6. 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 7/2110:30 am
ORD
- ORH
1 stop5h 30m
Delta
Deal found 6/6![Delta logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 6/9. 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 7/35:22 pm
ORD
- BOS
1 stop5h 48m
JetBlue
Deal found 6/9![JetBlue logo]()
$100
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:00 pm
ORD
- BOS
1 stop6h 02m
JetBlue
Deal found 6/11![JetBlue logo]()
$101
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
Find flight deals from Chicago to New Hampshire
Keep the following information in mind while searching for Chicago to New Hampshire flight deals. Data was last updated June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $181 (Delta) |
One-way from | $85 (JetBlue) |
Popular in | April |
Cheapest in | January |
Average price | $255 |
Good round-trip deal | $355 or less |
Good one-way deal | $169 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 11, 2026.
Use the filters below to find and compare flights from Chicago to New Hampshire that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/10
9:41 pm-1:14 am
Nonstop2h 33m
Boston Logan Intl
Fri 7/17
8:15 pm-10:15 pm
Nonstop3h 00m
$183
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 8/11
12:16 pm-5:52 pm
1 stop4h 36m
Boston Logan Intl
Thu 8/13
8:05 am-10:04 am
Nonstop2h 59m
$188
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 8/12
10:56 am-2:23 pm
Nonstop2h 27m
Boston Logan Intl
Sun 8/16
5:01 am-8:48 am
1 stop4h 47m
$191
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 7/16
10:28 am-1:59 pm
Nonstop2h 31m
Boston Logan Intl
Mon 7/20
8:45 pm-10:39 pm
Nonstop2h 54m
$191
ChicagoWorcester
ORD - ORH
ORDORH
Chicago O'Hare Intl
Wed 8/26
9:30 am-5:00 pm
1 stop6h 30m
Worcester
Tue 9/1
5:40 pm-10:24 pm
1 stop5h 44m
$192
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 7/4
4:00 pm-7:45 pm
Nonstop2h 45m
Boston Logan Intl
Sat 7/11
7:59 pm-9:59 pm
Nonstop3h 00m
$197
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sun 8/9
7:55 am-11:24 am
Nonstop2h 29m
Boston Logan Intl
Wed 8/12
8:50 pm-10:44 pm
Nonstop2h 54m
$199
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 8/21
8:20 pm-11:51 pm
Nonstop2h 31m
Boston Logan Intl
Mon 8/24
5:01 am-8:48 am
1 stop4h 47m
$200
Quickest round-trip
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
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 8/4
7:55 am-11:24 am
Nonstop2h 29m
Boston Logan Intl
Sat 8/8
7:30 am-9:26 am
Nonstop2h 56m
$209
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to New Hampshire
Have a flexible travel schedule? Discover the best time to fly to New Hampshire from Chicago with our price prediction graph.
ORD-BOS
MDW-BOS
ORD-ORH
ORD-PWM
MDW-MHT
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 to New Hampshire
CHI-USNH
ORD-BOS
MDW-BOS
ORD-ORH
ORD-PWM
What is the cheapest month to book a flight from Chicago to New Hampshire?
Currently, September is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $105). Flying from Chicago to New Hampshire in February is currently the most expensive (average of $552). 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 CHI to NH?
Find hourly flight availability from Chicago 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 11, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to New Hampshire at noon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the afternoon.
Weekly flight availability from Chicago to New Hampshire
Explore weekly flight availability from Chicago 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 11, 2026.
The most flights from CHI to USNH are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from Chicago to New Hampshire?
What is the cheapest day to fly from Chicago to New Hampshire?
Use this chart to determine the cheapest time to fly round-trip from Chicago to New Hampshire. Price data was last updated on June 8, 2026.
Travelers seeking maximum savings on their Chicago to New Hampshire flight should consider departing on Saturday mornings when fares are most often at their lowest. Monday afternoons 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 11, 2026.
See what other customers who have flown with Southwest and American Airlines from Chicago to New Hampshire have to say. 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.
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Entertainment
7.5
Overall
7.9
Comfort
8.0
Food
7.0
Crew
8.6
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 Chicago 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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago 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.
Search flights from Chicago to New Hampshire by cabin class
Find flights from Chicago to New Hampshire, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and New Hampshire flights
Browse other Chicago and New Hampshire flight options. Last updated on June 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to New Hampshire flights
Consider these flights traveling from Chicago to New Hampshire.
Top 2 airlines flying from Chicago to New Hampshire
Discover the top 2 airlines that operate flights from Chicago 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 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$429 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$181 | Average$452 | FlexibilityNo cancel fee | On-time71% |