$85+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
MHT — ORD
Jul 31 — Aug 71
Round-trip
1 adult, Economy
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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 July 1, 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 July 1, 2026.
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/197:30 am
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 8/194:40 pm
MDW
- BOS
1 stop4h 35m
Southwest
Deal found 7/1![Southwest logo]()
$172
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/225:45 am
BOS
- ORD
1 stop4h 51m
United Airlines
Sat 7/257:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 6/30![United Airlines logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/215:21 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Wed 9/99:38 am
ORD
- BOS
Nonstop2h 28m
JetBlue
Deal found 6/29![JetBlue logo]()
$173
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 7/255:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/277:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/28![Southwest logo]()
$175
This JetBlue deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
Mon 8/174:55 pm
BOS
- ORD
1 stop6h 03m
JetBlue
Fri 8/218:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/29![JetBlue logo]()
$175
This Jettzy deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sat 8/159:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 6/29![JetBlue logo]()
$176
This JetBlue deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Mon 8/104:30 pm
BOS
- ORD
1 stop6h 28m
JetBlue
Sat 8/159:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/27![JetBlue logo]()
$177
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/277:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 7/1![Southwest logo]()
$178
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 7/158:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Mon 7/209:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/28![United Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/135:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 7/286:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/27![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 7/167:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Wed 7/227:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 6/28![Delta logo]()
$179
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 8/115:50 pm
BOS
- MDW
1 stop5h 30m
Southwest
Tue 8/258:45 am
MDW
- BOS
Nonstop2h 30m
Southwest
Deal found 7/1![Southwest logo]()
$180
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 July 1, 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 July 1, 2026.
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/227:05 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sat 8/297:40 am
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/27![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/318:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Wed 8/510:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 6/27![Delta logo]()
$183
This JetBlue deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 9/45:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Fri 9/48:20 pm
ORD
- BOS
Nonstop2h 56m
JetBlue
Deal found 6/28![JetBlue logo]()
$183
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Mon 8/107:33 am
ORD
- BOS
Nonstop2h 32m
United Airlines
Deal found 6/30![United Airlines logo]()
$187
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
Mon 8/105:23 pm
ORH
- ORD
1 stop16h 42m
American Airlines
Mon 8/176:45 am
ORD
- ORH
1 stop9h 13m
American Airlines
Deal found 6/30![American Airlines logo]()
$192
This JetBlue deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:44 pm
BOS
- ORD
1 stop5h 51m
JetBlue
Sat 8/299:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/30![JetBlue logo]()
$185
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 7/228:10 am
MDW
- BOS
1 stop4h 35m
Southwest
Deal found 6/29![Southwest logo]()
$188
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Mon 8/107:55 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 6/28![Delta logo]()
$191
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/158:30 pm
BOS
- ORD
Nonstop2h 59m
United Airlines
Tue 8/181:55 pm
ORD
- BOS
Nonstop2h 41m
United Airlines
Deal found 6/26![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:59 pm
BOS
- ORD
Nonstop3h 00m
Delta
Fri 8/710:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 7/1![Delta logo]()
$191
This JetBlue deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 9/44:55 pm
BOS
- ORD
1 stop6h 03m
JetBlue
Tue 9/86:00 am
ORD
- BOS
1 stop7h 41m
JetBlue
Deal found 6/29![JetBlue logo]()
$193
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 9/38:20 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Sat 9/53:10 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/28![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 pm
BOS
- ORD
Nonstop2h 59m
Delta
Wed 9/303:05 pm
ORD
- BOS
Nonstop2h 47m
Delta
Deal found 6/27![Delta logo]()
$197
This JetBlue deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 9/96:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Wed 9/161:00 pm
ORD
- BOS
1 stop6h 49m
JetBlue
Deal found 6/28![JetBlue logo]()
$199
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/194:55 pm
BOS
- MDW
1 stop4h 50m
Southwest
Mon 8/246:30 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/27![Southwest logo]()
$200
This JetBlue deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 9/96:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Sat 9/121:00 pm
ORD
- BOS
1 stop6h 49m
JetBlue
Deal found 6/28![JetBlue logo]()
$199
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/305:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 8/37:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/29![Southwest logo]()
$211
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/145:40 pm
ORH
- ORD
1 stop5h 56m
Delta
Fri 7/1710:30 am
ORD
- ORH
1 stop5h 30m
Delta
Deal found 6/30![Delta logo]()
$215
This JetBlue deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 9/235:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Tue 9/296:30 am
ORD
- BOS
1 stop7h 10m
JetBlue
Deal found 6/29![JetBlue logo]()
$199
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/2610:05 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Sat 8/15:45 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 6/26![Southwest logo]()
$213
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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.
Wed 7/2212:01 pm
BOS
- MLI
1 stop7h 17m
American Airlines
Wed 7/2911:53 am
MLI
- BOS
1 stop4h 43m
American Airlines
Deal found 7/1![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 9/147:41 pm
MHT
- ORD
1 stop4h 59m
United Airlines
Thu 9/174:00 pm
ORD
- MHT
1 stop6h 59m
United Airlines
Deal found 6/28![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 8/15:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sat 8/85:55 am
MDW
- BOS
1 stop7h 15m
Southwest
Deal found 6/28![Southwest logo]()
$223
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:37 pm
MHT
- ORD
1 stop4h 54m
United Airlines
Mon 8/106:30 am
ORD
- MHT
1 stop6h 32m
United Airlines
Deal found 6/27![United Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 9/25:40 pm
ORH
- ORD
1 stop5h 44m
Delta
Thu 9/109:30 am
ORD
- ORH
1 stop5h 07m
Delta
Deal found 6/26![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/216:40 pm
BOS
- MDW
Nonstop2h 40m
Southwest
Tue 8/252:00 pm
MDW
- BOS
2 stops7h 10m
Southwest
Deal found 6/29![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:40 pm
ORH
- ORD
1 stop5h 44m
Delta
Thu 9/109:30 am
ORD
- ORH
1 stop5h 07m
Delta
Deal found 6/26![Delta logo]()
$267
This American Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
Fri 7/245:10 am
BOS
- MLI
1 stop14h 08m
American Airlines
Sun 7/267:12 pm
MLI
- BOS
1 stop13h 22m
American Airlines
Deal found 6/29![American Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 9/31:10 pm
BOS
- MDW
1 stop7h 10m
Southwest
Mon 9/75:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 6/30![Southwest logo]()
$226
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/295:15 am
PWM
- ORD
1 stop5h 21m
United Airlines
Wed 8/56:00 am
ORD
- PWM
1 stop6h 25m
United Airlines
Deal found 6/30![United Airlines logo]()
$338
Last-minute flights from New Hampshire to IllinoisDiscover last-minute flight deals from New Hampshire to Illinois. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from New Hampshire to Illinois. Data last updated July 1, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/117:27 pm
BOS
- ORD
1 stop5h 04m
United Airlines
Sat 7/259:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/26![United Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/135:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 7/286:05 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/27![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/143:45 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Sat 7/185:45 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 6/29![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 7/157:30 am
BOS
- MDW
Nonstop2h 40m
Southwest
Sun 7/195:15 am
MDW
- BOS
Nonstop2h 10m
Southwest
Deal found 6/28![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/277:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 7/1![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 7/2212:05 pm
MDW
- BOS
1 stop4h 40m
Southwest
Deal found 6/26![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 7/298:10 am
MDW
- BOS
1 stop4h 35m
Southwest
Deal found 6/30![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Fri 7/247:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/27![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 7/235:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 7/298:10 am
MDW
- BOS
1 stop6h 30m
Southwest
Deal found 6/30![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/245:25 am
BOS
- MDW
Nonstop2h 35m
Southwest
Fri 7/317:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/29![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 7/255:20 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 7/277:35 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/28![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/295:35 am
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 8/106:30 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 6/26![Southwest logo]()
$190
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 July 1, 2026.
Search for one-way flight options from New Hampshire to Illinois. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Priceline deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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.
Tue 8/41:25 pm
PWM
- ORD
1 stop5h 09m
JetBlue
Deal found 6/30![JetBlue logo]()
$85
This JetBlue deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 8/262:40 pm
PWM
- ORD
1 stop8h 18m
JetBlue
Deal found 6/30![JetBlue logo]()
$90
This JetBlue deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/282:45 pm
PWM
- ORD
1 stop8h 13m
JetBlue
Deal found 6/29![JetBlue logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Deal found 6/30![JetBlue logo]()
$98
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 9/910:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Deal found 6/29![Southwest logo]()
$99
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 pm
BOS
- ORD
Nonstop2h 59m
Delta
Deal found 6/30![Delta logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 9/286:55 am
BOS
- ORD
1 stop5h 52m
JetBlue
Deal found 7/1![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” 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 9/266:00 am
PWM
- ORD
1 stop6h 47m
JetBlue
Deal found 7/1![JetBlue logo]()
$101
This JetBlue deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” 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 9/264:00 pm
BOS
- ORD
1 stop7h 06m
JetBlue
Deal found 6/30![JetBlue logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/1111:59 am
BOS
- STL
1 stop6h 38m
Frontier
Deal found 6/29![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 6/26![JetBlue logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/1211:59 am
BOS
- STL
1 stop30h 38m
Frontier
Deal found 6/29![Frontier logo]()
$103
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 July 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (Southwest) |
One-way from | $85 (Priceline) |
Popular in | June |
Cheapest in | January |
Average price | $238 |
Good round-trip deal | $416 or less |
Good one-way deal | $244 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 July 1, 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
Quickest round-trip
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 8/22
7:05 am-8:40 am
Nonstop2h 35m
Chicago Midway
Sat 8/29
7:40 am-11:00 am
Nonstop2h 20m
$182
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 7/31
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Wed 8/5
10:30 am-1:59 pm
Nonstop2h 29m
$183
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 9/4
5:01 am-8:52 am
1 stop4h 51m
Chicago O'Hare Intl
Fri 9/4
8:20 pm-12:16 am
Nonstop2h 56m
$183
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 8/25
12:44 pm-5:35 pm
1 stop5h 51m
Chicago O'Hare Intl
Sat 8/29
9:40 am-6:59 pm
1 stop8h 19m
$185
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 7/20
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
Mon 8/10
7:33 am-11:05 am
Nonstop2h 32m
$187
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Mon 7/20
5:25 am-7:00 am
Nonstop2h 35m
Chicago Midway
Wed 7/22
8:10 am-1:45 pm
1 stop4h 35m
$188
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 8/8
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Mon 8/10
7:55 am-11:24 am
Nonstop2h 29m
$191
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 8/1
7:59 pm-9:59 pm
Nonstop3h 00m
Chicago O'Hare Intl
Fri 8/7
10:30 am-1:59 pm
Nonstop2h 29m
$191
WorcesterChicago
ORH - ORD
ORHORD
Worcester
Mon 8/10
5:23 pm-9:05 am
1 stop16h 42m
Chicago O'Hare Intl
Mon 8/17
6:45 am-4:58 pm
1 stop9h 13m
$192
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 9/4
4:55 pm-9:58 pm
1 stop6h 03m
Chicago O'Hare Intl
Tue 9/8
6:00 am-2:41 pm
1 stop7h 41m
$193
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
PWM-ORD
ORH-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
PWM-ORD
ORH-ORD
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 July 1, 2026.
It’s typically best to fly out from New Hampshire to Illinois in the afternoon. Doing so could potentially save you 13% on the flight price compared to flying in the morning, which is usually more expensive.
How much does it cost to fly round-trip from New Hampshire to Illinois?
How far ahead should I book a flight from New Hampshire to Illinois?
Booking 41 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 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 June 27, 2026.
Travelers seeking maximum savings on their New Hampshire to Illinois flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 July 1, 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.
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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
Toggle through the tabs below to find thousands of 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 July 1, 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 July 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$196 | Average$436 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$452 | FlexibilityNo cancel fee | On-time71% |