$97+ Cheap flights from Rhode Island 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — ORD
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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Find cheap flights from Rhode Island to Illinois with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Rhode Island to Illinois
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Cheapest flights from Rhode Island to IllinoisExplore the most affordable flight options available from Rhode Island to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
Explore the most affordable flight options available from Rhode Island to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:28 am
BOS
- ORD
1 stop10h 00m
Frontier
Fri 10/239:33 pm
ORD
- BOS
1 stop12h 19m
Frontier
Deal found 7/30![Frontier logo]()
$161
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/31![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 8/1![Frontier logo]()
$167
This Super.com deal was found by Cheapflights users on 7/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Fri 9/183:50 pm
ORD
- BOS
1 stop18h 01m
Frontier
Deal found 7/30![Frontier logo]()
$168
This CheapTickets deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/3![Frontier logo]()
$169
This CheapTickets deal was found by Cheapflights users on 8/1. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/1![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Thu 8/277:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/30![Frontier logo]()
$171
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$176
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:17 am
BOS
- ORD
1 stop12h 42m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$181
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 9/156:00 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 8/3![Southwest logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/2812:35 pm
BOS
- MDW
1 stop10h 18m
Multiple Airlines
Mon 11/21:26 pm
MDW
- BOS
1 stop20h 16m
Multiple Airlines
Deal found 8/3![Multiple Airlines logo]()
$213
This Southwest deal was found by Cheapflights users on 7/30. 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.
Wed 9/1610:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Sat 9/197:40 am
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 7/30![Southwest logo]()
$217
Best flights from Rhode Island to IllinoisDiscover carefully curated flight deals from Rhode Island to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
Discover carefully curated flight deals from Rhode Island to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 4, 2026.
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 9/156:00 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 8/3![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/218:00 am
BOS
- ORD
Nonstop2h 56m
United Airlines
Sat 10/249:24 pm
ORD
- BOS
Nonstop2h 30m
United Airlines
Deal found 7/31![United Airlines logo]()
$217
This JetBlue deal was found by Cheapflights users on 8/1. 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.
Wed 8/265:10 am
BOS
- ORD
1 stop9h 29m
JetBlue
Wed 9/211:01 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 8/1![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 10/146:00 am
PVD
- MDW
1 stop6h 50m
Delta
Sat 10/176:44 pm
MDW
- PVD
1 stop3h 59m
Delta
Deal found 8/2![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:40 am
BOS
- MDW
Nonstop2h 35m
Southwest
Sun 9/136:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/2![Southwest logo]()
$231
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sun 9/136:10 am
ORD
- BOS
Nonstop2h 23m
United Airlines
Deal found 7/31![United Airlines logo]()
$231
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Thu 9/107:00 am
BOS
- SPI
2 stops8h 20m
American Airlines
Sat 9/126:00 am
SPI
- BOS
1 stop5h 39m
American Airlines
Deal found 8/1![American Airlines logo]()
$498
This JetBlue deal was found by Cheapflights users on 7/30. 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 9/127:00 am
BOS
- ORD
Nonstop2h 48m
JetBlue
Mon 9/1410:59 am
ORD
- BOS
1 stop5h 22m
JetBlue
Deal found 7/30![JetBlue logo]()
$250
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/2310:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Sun 9/276:00 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 7/31![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/157:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Wed 8/193:19 pm
ORD
- BOS
Nonstop2h 40m
Delta
Deal found 8/3![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 7/30. 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 8/205:20 pm
PVD
- MDW
1 stop5h 50m
Southwest
Mon 8/248:05 am
MDW
- PVD
Nonstop2h 25m
Southwest
Deal found 7/30![Southwest logo]()
$235
This JetBlue deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/55:45 am
PVD
- ORD
1 stop9h 39m
JetBlue
Wed 9/93:00 pm
ORD
- PVD
1 stop7h 35m
JetBlue
Deal found 8/3![JetBlue logo]()
$259
This KAYAK deal was found by Cheapflights users on 7/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:15 pm
BOS
- ORD
Nonstop2h 49m
Delta
Fri 9/183:05 pm
ORD
- BOS
Nonstop2h 47m
Delta
Deal found 7/30![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/1211:31 am
PVD
- ORD
Nonstop2h 44m
United Airlines
Wed 10/147:03 am
ORD
- PVD
Nonstop2h 32m
United Airlines
Deal found 7/31![United Airlines logo]()
$280
This JetBlue deal was found by Cheapflights users on 7/30. 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 9/235:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Tue 9/297:05 am
ORD
- BOS
1 stop6h 22m
JetBlue
Deal found 7/30![JetBlue logo]()
$259
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 12/45:55 pm
BOS
- MDW
Nonstop2h 45m
Southwest
Wed 12/96:25 pm
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/3![Southwest logo]()
$245
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 8/86:43 pm
BOS
- ORD
Nonstop2h 57m
United Airlines
Sat 8/157:05 am
ORD
- BOS
1 stop4h 45m
United Airlines
Deal found 7/30![United Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 8/1. 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.
Thu 10/155:50 am
BOS
- MDW
Nonstop2h 35m
Southwest
Tue 10/209:40 am
MDW
- BOS
2 stops6h 30m
Southwest
Deal found 8/1![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/124:16 pm
BOS
- ORD
Nonstop3h 04m
Delta
Sat 8/154:30 pm
ORD
- BOS
Nonstop2h 41m
Delta
Deal found 8/3![Delta logo]()
$307
This JetBlue deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/305:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Thu 10/110:59 am
ORD
- BOS
1 stop5h 22m
JetBlue
Deal found 7/31![JetBlue logo]()
$286
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 10/271:05 pm
BOS
- MDW
2 stops7h 25m
Southwest
Wed 10/287:55 am
MDW
- BOS
2 stops7h 10m
Southwest
Deal found 8/3![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/1. 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.
Mon 8/104:16 pm
BOS
- ORD
Nonstop3h 04m
Delta
Wed 8/1210:30 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 8/1![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:01 am
PVD
- ORD
Nonstop2h 59m
United Airlines
Wed 9/911:16 am
ORD
- PVD
Nonstop2h 42m
United Airlines
Deal found 8/3![United Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/253:20 pm
BOS
- MDW
Nonstop2h 35m
Southwest
Mon 9/75:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/3![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 10/216:00 am
PVD
- MDW
1 stop6h 50m
Delta
Fri 10/235:15 pm
MDW
- PVD
1 stop5h 35m
Delta
Deal found 7/30![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/2112:40 pm
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 8/2512:50 pm
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 8/3![Southwest logo]()
$255
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Fri 9/41:01 pm
BOS
- EVV
1 stop5h 40m
American Airlines
Sun 9/66:00 am
EVV
- BOS
1 stop8h 03m
American Airlines
Deal found 8/1![American Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 7/30. 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 10/2111:31 am
PVD
- ORD
Nonstop2h 44m
United Airlines
Fri 10/237:03 am
ORD
- PVD
Nonstop2h 32m
United Airlines
Deal found 7/30![United Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 8/1. 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.
Thu 10/15:30 am
BOS
- MLI
1 stop5h 43m
Delta
Sat 10/35:16 pm
MLI
- BOS
1 stop7h 01m
Delta
Deal found 8/1![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:50 pm
BOS
- MDW
1 stop5h 30m
Southwest
Thu 9/35:45 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/2![Southwest logo]()
$255
Last-minute flights from Rhode Island to IllinoisDiscover last-minute flight deals from Rhode Island to Illinois. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Rhode Island to Illinois. Data last updated August 4, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Thu 8/277:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/30![Frontier logo]()
$171
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 8/1![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/31![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Fri 9/49:10 pm
ORD
- BOS
1 stop10h 59m
Frontier
Deal found 7/30![Frontier logo]()
$161
This CheapTickets deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/3![Frontier logo]()
$169
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$176
This Super.com deal was found by Cheapflights users on 7/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Fri 9/183:50 pm
ORD
- BOS
1 stop18h 01m
Frontier
Deal found 7/30![Frontier logo]()
$168
This CheapTickets deal was found by Cheapflights users on 8/1. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/1![Frontier logo]()
$170
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:17 am
BOS
- ORD
1 stop12h 42m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$181
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Tue 9/156:00 pm
MDW
- BOS
Nonstop2h 25m
Southwest
Deal found 8/3![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 7/30. 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.
Wed 9/1610:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Sat 9/197:40 am
MDW
- BOS
Nonstop2h 20m
Southwest
Deal found 7/30![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/163:20 pm
BOS
- MDW
Nonstop2h 35m
Southwest
Wed 9/236:40 am
MDW
- BOS
Nonstop2h 15m
Southwest
Deal found 8/2![Southwest logo]()
$222
One-way flights from Rhode Island to IllinoisSearch for one-way flight options from Rhode Island to Illinois. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
Search for one-way flight options from Rhode Island to Illinois. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Super.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/1812:45 pm
BOS
- MDW
1 stop11h 02m
Frontier
Deal found 8/2![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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.
Sun 8/2312:45 pm
BOS
- MDW
1 stop11h 02m
Frontier
Deal found 7/31![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/1711:17 am
BOS
- ORD
1 stop12h 42m
Frontier
Deal found 8/3![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/911:28 am
BOS
- MDW
1 stop11h 30m
Frontier
Deal found 8/1![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:36 am
BOS
- ORD
1 stop12h 23m
Frontier
Deal found 7/31![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 10/310:19 am
BOS
- RFD
1 stop23h 59m
Allegiant Air
Deal found 8/2![Allegiant Air logo]()
$100
This Frontier deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:36 am
BOS
- ORD
1 stop12h 23m
Frontier
Deal found 8/3![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Deal found 7/30![Frontier logo]()
$101
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/3![Southwest logo]()
$104
This JetBlue deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/95:00 pm
BOS
- ORD
Nonstop3h 01m
JetBlue
Deal found 8/3![JetBlue logo]()
$104
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/165:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Deal found 7/31![JetBlue logo]()
$107
This Southwest deal was found by Cheapflights users on 7/30. 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 9/1510:05 am
BOS
- MDW
Nonstop2h 30m
Southwest
Deal found 7/30![Southwest logo]()
$109
Find flight deals from Rhode Island to Illinois
Keep the following information in mind while searching for Rhode Island to Illinois flight deals. Data was last updated August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $161 (Frontier) |
One-way from | $97 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $246 |
Good round-trip deal | $382 or less |
Good one-way deal | $222 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Rhode Island 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 August 4, 2026.
Use the filters below to find and compare flights from Rhode Island to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Tue 9/15
10:05 am-11:35 am
Nonstop2h 30m
Chicago Midway
Tue 9/15
6:00 pm-9:25 pm
Nonstop2h 25m
$207
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 10/21
8:00 am-9:56 am
Nonstop2h 56m
Chicago O'Hare Intl
Sat 10/24
9:24 pm-12:54 am
Nonstop2h 30m
$217
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 9/12
8:40 am-10:15 am
Nonstop2h 35m
Chicago Midway
Sun 9/13
6:00 am-9:15 am
Nonstop2h 15m
$231
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/12
9:00 am-10:59 am
Nonstop2h 59m
Chicago O'Hare Intl
Sun 9/13
6:10 am-9:33 am
Nonstop2h 23m
$231
Quickest round-trip
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 9/23
10:05 am-11:35 am
Nonstop2h 30m
Chicago Midway
Sun 9/27
6:00 am-9:15 am
Nonstop2h 15m
$231
ProvidenceChicago
PVD - MDW
PVDMDW
Providence-TFGreen
Thu 8/20
5:20 pm-10:10 pm
1 stop5h 50m
Chicago Midway
Mon 8/24
8:05 am-11:30 am
Nonstop2h 25m
$235
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Fri 12/4
5:55 pm-7:40 pm
Nonstop2h 45m
Chicago Midway
Wed 12/9
6:25 pm-9:40 pm
Nonstop2h 15m
$245
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Thu 10/15
5:50 am-7:25 am
Nonstop2h 35m
Chicago Midway
Tue 10/20
9:40 am-5:10 pm
2 stops6h 30m
$246
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Tue 10/27
1:05 pm-7:30 pm
2 stops7h 25m
Chicago Midway
Wed 10/28
7:55 am-4:05 pm
2 stops7h 10m
$247
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/26
5:10 am-1:39 pm
1 stop9h 29m
Chicago O'Hare Intl
Wed 9/2
11:01 am-2:28 pm
Nonstop2h 27m
$248
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Rhode Island to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Rhode Island with our price prediction graph.
BOS-ORD
PVD-ORD
BOS-MDW
BOS-RFD
BOS-MLI
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 Rhode Island to Illinois
USRI-USIL
BOS-ORD
PVD-ORD
BOS-MDW
BOS-RFD
What is the cheapest month to book a flight from Rhode Island to Illinois?
Currently, September is the cheapest month in which you can book a flight from Rhode Island to Illinois (average of $353). Flying from Rhode Island to Illinois in July is currently the most expensive (average of $482). 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 RI to IL?
Find hourly flight availability from Rhode Island 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 August 4, 2026.
One of the essential ways to save on airfare from Rhode Island to Illinois is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 9% on airfare.
Weekly flight availability from Rhode Island to Illinois
Explore weekly flight availability from Rhode Island 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 August 4, 2026.
The most flights from USRI to USIL are scheduled on a Monday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Rhode Island to Illinois?
Airfare is below average for this route at the moment.
Rhode Island to Illinois flights typically cost between $297 and $589 in August.The cheapest round-trip price found within the last 5 days was $235 on United Airlines (Aug 25-Aug 26).
How far ahead should I book a flight from Rhode Island to Illinois?
The price you pay for your flight from Rhode Island to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 54 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Rhode Island to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Rhode Island to Illinois. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Rhode Island to Illinois flight should consider departing on Saturday at noon when fares are most often at their lowest. Monday mornings 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 August 4, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Rhode Island to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Rhode Island 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 Rhode Island 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 Rhode Island to Illinois by cabin class
Find flights from Rhode Island to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Rhode Island and Illinois flights
Browse other Rhode Island and Illinois flight options. Last updated on August 4, 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 Rhode Island after your stay in Illinois
Rhode Island to Illinois flights
Consider these flights traveling from Rhode Island to Illinois.
Top 3 airlines flying from Rhode Island to Illinois
Discover the top 3 airlines that operate flights from Rhode Island 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 August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$232 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$244 | Average$389 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$275 | Average$387 | FlexibilityNo cancel fee | On-time63% |