$81+ Cheap flights from New Hampshire to Illinois
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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — ORD
Jun 11 — Jun 181
Round-trip
1 adult, Economy
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Find cheap flights from New Hampshire to Illinois with Cheapflights
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Cheapest flights from New Hampshire to IllinoisExplore the most affordable flight options available from New Hampshire to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2026.
Explore the most affordable flight options available from New Hampshire to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:01 pm
BOS
- MDW
1 stop11h 01m
Frontier
Wed 6/106:00 am
MDW
- BOS
1 stop18h 27m
Frontier
Deal found 5/10![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:12 am
BOS
- ORD
1 stop11h 17m
Frontier
Tue 6/96:55 am
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 5/9![Frontier logo]()
$169
This Cheapflightsfares deal was found by Cheapflights users on 5/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:25 pm
BOS
- ORD
Nonstop3h 10m
JetBlue
Sat 5/301:56 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 5/7![JetBlue logo]()
$172
This JetBlue deal was found by Cheapflights users on 5/7. 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 5/276:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sat 5/301:56 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 5/7![JetBlue logo]()
$177
This Flysmarter deal was found by Cheapflights users on 5/12. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:25 pm
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 5/278:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Deal found 5/12![JetBlue logo]()
$179
This Southwest deal was found by Cheapflights users on 5/7. 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.
Wed 5/2710:45 am
BOS
- MDW
Nonstop2h 40m
Southwest
Fri 5/297:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 5/7![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 5/9. 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.
Sat 5/305:30 pm
BOS
- ORD
Nonstop3h 03m
Delta
Sun 5/317:00 am
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 5/9![Delta logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:01 pm
BOS
- MDW
1 stop11h 01m
Frontier
Tue 6/912:27 pm
MDW
- BOS
1 stop12h 00m
Frontier
Deal found 5/9![Frontier logo]()
$183
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:05 am
BOS
- ORD
Nonstop2h 57m
American Airlines
Sun 5/316:00 am
ORD
- BOS
Nonstop2h 27m
American Airlines
Deal found 5/7![American Airlines logo]()
$184
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Fri 5/227:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Sat 5/306:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 5/8![United Airlines logo]()
$186
This Southwest deal was found by Cheapflights users on 5/12. 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 6/37:20 am
BOS
- MDW
Nonstop2h 45m
Southwest
Tue 6/99:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 5/12![Southwest logo]()
$187
This United Airlines deal was found by Cheapflights users on 5/11. 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 5/266:40 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Sat 5/303:55 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 5/11![United Airlines logo]()
$187
Best flights from New Hampshire to IllinoisDiscover carefully curated flight deals from New Hampshire to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 12, 2026.
Discover carefully curated flight deals from New Hampshire to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 12, 2026.
This Delta deal was found by Cheapflights users on 5/9. 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.
Sat 5/305:30 pm
BOS
- ORD
Nonstop3h 03m
Delta
Sun 5/317:00 am
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 5/9![Delta logo]()
$182
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 7/147:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 5/12![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 5/8. 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 7/115:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/139:20 am
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 5/8![Southwest logo]()
$201
This JetBlue deal was found by Cheapflights users on 5/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:20 pm
BOS
- ORD
Nonstop3h 05m
JetBlue
Sun 8/238:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 5/12![JetBlue logo]()
$205
This Delta deal was found by Cheapflights users on 5/7. 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 5/298:40 pm
BOS
- ORD
Nonstop2h 55m
Delta
Mon 6/17:00 am
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 5/7![Delta logo]()
$192
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:28 pm
PWM
- STL
1 stop5h 48m
American Airlines
Fri 6/195:03 pm
STL
- PWM
1 stop6h 39m
American Airlines
Deal found 5/12![American Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 5/12. 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 6/156:50 pm
BOS
- MDW
1 stop5h 10m
Southwest
Wed 6/177:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 5/12![Southwest logo]()
$211
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:50 am
BOS
- ORD
Nonstop2h 53m
United Airlines
Thu 7/96:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 5/12![United Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 5/9. 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.
Wed 7/157:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Tue 7/217:05 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 5/9![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 5/11. 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.
Thu 7/161:10 pm
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 5/11![Southwest logo]()
$211
This United Airlines deal was found by Cheapflights users on 5/10. 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.
Sat 5/233:08 pm
BOS
- ORD
Nonstop2h 52m
United Airlines
Wed 5/277:10 am
ORD
- BOS
1 stop5h 02m
United Airlines
Deal found 5/10![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 5/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Wed 8/1910:28 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 5/11![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 5/11. 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 6/22:25 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Sat 6/65:25 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 5/11![Southwest logo]()
$212
This United Airlines deal was found by Cheapflights users on 5/11. 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.
Wed 7/155:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Sat 7/189:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 5/11![United Airlines logo]()
$233
This Southwest deal was found by Cheapflights users on 5/12. 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 7/33:55 pm
BOS
- MDW
1 stop5h 10m
Southwest
Sun 7/55:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 5/12![Southwest logo]()
$215
This Delta deal was found by Cheapflights users on 5/7. 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.
Mon 6/297:30 am
BOS
- ORD
Nonstop2h 58m
Delta
Thu 7/27:10 am
ORD
- BOS
Nonstop2h 36m
Delta
Deal found 5/7![Delta logo]()
$216
This Southwest deal was found by Cheapflights users on 5/8. 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 6/122:10 pm
BOS
- MDW
1 stop6h 00m
Southwest
Sat 6/132:10 pm
MDW
- BOS
2 stops8h 25m
Southwest
Deal found 5/8![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 5/10. 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.
Sat 5/237:35 am
BOS
- ORD
Nonstop3h 04m
Delta
Sun 5/247:00 am
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 5/10![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 5/8. 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.
Sun 5/316:10 am
BOS
- MDW
Nonstop2h 45m
Southwest
Wed 6/34:40 pm
MDW
- BOS
1 stop4h 40m
Southwest
Deal found 5/8![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 5/8. 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 5/277:35 am
BOS
- ORD
Nonstop2h 52m
Delta
Mon 6/15:41 pm
ORD
- BOS
1 stop5h 13m
Delta
Deal found 5/8![Delta logo]()
$251
This United Airlines deal was found by Cheapflights users on 5/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:00 am
PWM
- ORD
1 stop6h 04m
United Airlines
Mon 6/16:18 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 5/7![United Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 5/9. 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.
Fri 8/218:20 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Mon 8/248:05 am
MDW
- BOS
2 stops5h 25m
Southwest
Deal found 5/9![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 5/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:00 am
BOS
- PIA
1 stop5h 10m
United Airlines
Sat 6/65:45 pm
PIA
- BOS
1 stop4h 36m
United Airlines
Deal found 5/7![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 5/8. 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 9/289:40 am
BOS
- MDW
1 stop7h 35m
Southwest
Fri 10/22:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 5/8![Southwest logo]()
$281
This United Airlines deal was found by Cheapflights users on 5/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/64:05 pm
BOS
- PIA
2 stops8h 15m
United Airlines
Mon 6/85:45 pm
PIA
- BOS
1 stop4h 36m
United Airlines
Deal found 5/7![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 5/10. 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.
Wed 7/226:00 am
PWM
- MDW
1 stop6h 56m
Delta
Sat 7/254:22 pm
MDW
- PWM
1 stop5h 52m
Delta
Deal found 5/10![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 5/10. 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 9/1610:50 am
BOS
- MDW
1 stop6h 00m
Southwest
Sat 9/199:55 am
MDW
- BOS
2 stops10h 45m
Southwest
Deal found 5/10![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 5/9. 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.
Wed 8/57:16 pm
PWM
- ORD
1 stop5h 15m
United Airlines
Mon 8/106:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 5/9![United Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 5/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:45 pm
PWM
- ORD
1 stop4h 46m
Delta
Wed 6/1711:23 am
ORD
- PWM
2 stops11h 06m
Delta
Deal found 5/11![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 5/8. 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 9/177:40 am
BOS
- MDW
2 stops8h 15m
Southwest
Sun 9/205:00 am
MDW
- BOS
1 stop4h 05m
Southwest
Deal found 5/8![Southwest logo]()
$297
Last-minute flights from New Hampshire to IllinoisDiscover last-minute flight deals from New Hampshire to Illinois. Data last updated May 12, 2026 and is based on user searches.
Discover last-minute flight deals from New Hampshire to Illinois. Data last updated May 12, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Fri 5/227:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Sat 5/306:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 5/8![United Airlines logo]()
$186
This Cheapflightsfares deal was found by Cheapflights users on 5/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:25 pm
BOS
- ORD
Nonstop3h 10m
JetBlue
Sat 5/301:56 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 5/7![JetBlue logo]()
$172
This Flysmarter deal was found by Cheapflights users on 5/12. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:25 pm
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 5/278:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Deal found 5/12![JetBlue logo]()
$179
This Southwest deal was found by Cheapflights users on 5/7. 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.
Tue 5/267:20 am
BOS
- MDW
Nonstop2h 45m
Southwest
Thu 5/287:00 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 5/7![Southwest logo]()
$182
This United Airlines deal was found by Cheapflights users on 5/11. 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 5/266:40 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Sat 5/303:55 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 5/11![United Airlines logo]()
$187
This JetBlue deal was found by Cheapflights users on 5/7. 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 5/276:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sat 5/301:56 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 5/7![JetBlue logo]()
$177
This Delta deal was found by Cheapflights users on 5/9. 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.
Sat 5/305:30 pm
BOS
- ORD
Nonstop3h 03m
Delta
Sun 5/317:00 am
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 5/9![Delta logo]()
$182
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:05 am
BOS
- ORD
Nonstop2h 57m
American Airlines
Sun 5/316:00 am
ORD
- BOS
Nonstop2h 27m
American Airlines
Deal found 5/7![American Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:12 am
BOS
- ORD
1 stop11h 17m
Frontier
Tue 6/96:55 am
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 5/9![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:01 pm
BOS
- MDW
1 stop11h 01m
Frontier
Wed 6/106:00 am
MDW
- BOS
1 stop18h 27m
Frontier
Deal found 5/10![Frontier logo]()
$169
This Southwest deal was found by Cheapflights users on 5/8. 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 6/32:25 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Tue 6/99:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 5/8![Southwest logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:01 pm
BOS
- MDW
1 stop11h 01m
Frontier
Tue 6/912:27 pm
MDW
- BOS
1 stop12h 00m
Frontier
Deal found 5/9![Frontier logo]()
$183
One-way flights from New Hampshire to IllinoisSearch for one-way flight options from New Hampshire to Illinois. Find affordable one-way fares based on user searches. Data last updated May 12, 2026.
Search for one-way flight options from New Hampshire to Illinois. Find affordable one-way fares based on user searches. Data last updated May 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
Tue 6/29:12 am
BOS
- STL
1 stop9h 21m
Frontier
Deal found 5/11![Frontier logo]()
$81
This Delta deal was found by Cheapflights users on 5/9. 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.
Sat 5/305:30 pm
BOS
- ORD
Nonstop3h 03m
Delta
Deal found 5/9![Delta logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:01 pm
BOS
- MDW
1 stop11h 01m
Frontier
Deal found 5/7![Frontier logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:12 am
BOS
- MDW
1 stop26h 57m
Frontier
Deal found 5/12![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:12 am
BOS
- ORD
1 stop23h 43m
Frontier
Deal found 5/12![Frontier logo]()
$88
This Southwest deal was found by Cheapflights users on 5/7. 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.
Thu 5/287:10 am
BOS
- MDW
Nonstop2h 50m
Southwest
Deal found 5/7![Southwest logo]()
$89
This American Airlines deal was found by Cheapflights users on 5/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:05 am
BOS
- ORD
Nonstop2h 57m
American Airlines
Deal found 5/8![American Airlines logo]()
$89
This SmartFares deal was found by Cheapflights users on 5/8. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:20 pm
BOS
- ORD
Nonstop3h 05m
JetBlue
Deal found 5/8![JetBlue logo]()
$90
This Super.com deal was found by Cheapflights users on 5/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Deal found 5/12![JetBlue logo]()
$91
This Super.com deal was found by Cheapflights users on 5/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:25 pm
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 5/12![JetBlue logo]()
$92
This Southwest deal was found by Cheapflights users on 5/11. 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 6/310:45 am
BOS
- MDW
Nonstop2h 40m
Southwest
Deal found 5/11![Southwest logo]()
$94
This United Airlines deal was found by Cheapflights users on 5/11. 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.
Wed 6/312:30 pm
BOS
- ORD
Nonstop2h 53m
United Airlines
Deal found 5/11![United Airlines logo]()
$94
Find flight deals from New Hampshire to Illinois
Keep the following information in mind while searching for New Hampshire to Illinois flight deals. Data was last updated May 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $169 (Kiwi.com) |
One-way from | $81 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $248 |
Good round-trip deal | $456 or less |
Good one-way deal | $223 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from New Hampshire to Illinois 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 May 12, 2026.
Use the filters below to find and compare flights from New Hampshire to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 5/30
5:30 pm-7:33 pm
Nonstop3h 03m
Chicago O'Hare Intl
Sun 5/31
7:00 am-10:35 am
Nonstop2h 35m
$182
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/29
8:40 pm-10:35 pm
Nonstop2h 55m
Chicago O'Hare Intl
Mon 6/1
7:00 am-10:35 am
Nonstop2h 35m
$192
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/7
8:15 pm-10:15 pm
Nonstop3h 00m
Chicago O'Hare Intl
Tue 7/14
7:45 pm-11:21 pm
Nonstop2h 36m
$197
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 7/15
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Tue 7/21
7:05 am-10:36 am
Nonstop2h 31m
$197
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 7/11
5:20 am-6:55 am
Nonstop2h 35m
Chicago Midway
Mon 7/13
9:20 am-12:40 pm
Nonstop2h 20m
$201
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 8/21
5:20 pm-7:25 pm
Nonstop3h 05m
Chicago O'Hare Intl
Sun 8/23
8:20 pm-11:51 pm
Nonstop2h 31m
$205
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Mon 6/15
6:50 pm-11:00 pm
1 stop5h 10m
Chicago Midway
Wed 6/17
7:40 am-10:55 am
Nonstop2h 15m
$211
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/7
9:50 am-11:43 am
Nonstop2h 53m
Chicago O'Hare Intl
Thu 7/9
6:00 am-11:16 am
1 stop4h 16m
$211
Quickest round-trip
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Thu 7/16
1:10 pm-2:45 pm
Nonstop2h 35m
Chicago Midway
Sun 7/19
5:15 am-8:25 am
Nonstop2h 10m
$211
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 8/13
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Wed 8/19
10:28 am-1:59 pm
Nonstop2h 31m
$211
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from New Hampshire to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from New Hampshire with our price prediction graph.
BOS-MDW
BOS-ORD
BOS-PIA
PWM-ORD
MHT-STL
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 New Hampshire to Illinois
USNH-USIL
BOS-MDW
BOS-ORD
BOS-PIA
PWM-ORD
How far ahead should I book a flight from New Hampshire to Illinois?
Booking 18 days in advance of your planned departure date is, on average, the best time to get cheap flights from New Hampshire to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from New Hampshire to Illinois?
Currently, November is the cheapest month in which you can book a flight from New Hampshire to Illinois (average of $88). Flying from New Hampshire to Illinois in February is currently the most expensive (average of $380). 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 NH to IL?
Find hourly flight availability from New Hampshire to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 12, 2026.
It’s typically best to fly out from New Hampshire to Illinois in the afternoon. Doing so could potentially save you 15% on the flight price compared to flying in the morning, which is usually more expensive.
What is the cheapest day to fly from New Hampshire to Illinois?
Use this chart to determine the cheapest time to fly round-trip from New Hampshire to Illinois. Price data was last updated on May 9, 2026.
Travelers seeking maximum savings on their New Hampshire to Illinois flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from New Hampshire to Illinois
Explore weekly flight availability from New Hampshire to Illinois. 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 May 12, 2026.
The most flights from USNH to USIL are scheduled on a Monday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from New Hampshire to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated May 12, 2026.
Peruse reviews from past customers who have flown with Southwest and American Airlines from New Hampshire to Illinois to help guide your decision. 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.
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from New Hampshire to Illinois. 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
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Alternative routes for New Hampshire to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from New Hampshire to Illinois by cabin class
Find flights from New Hampshire to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
New Hampshire and Illinois flights
Browse other New Hampshire and Illinois flight options. Last updated on May 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to New Hampshire after your stay in Illinois
New Hampshire to Illinois flights
Consider these flights traveling from New Hampshire to Illinois.
Top 2 airlines flying from New Hampshire to Illinois
Discover the top 2 airlines that operate flights from New Hampshire to Illinois. 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 May 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$196 | Average$422 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$436 | FlexibilityNo cancel fee | On-time71% |