$103+ Cheap flights from Rhode Island to Chicago (CHI)
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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
PVD — CHI
Sep 20 — Sep 271
Round-trip
1 adult, Economy
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Find cheap flights from Rhode Island to Chicago 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Chicago
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Cheapest flights from Rhode Island to ChicagoExplore the most affordable flight options available from Rhode Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from Rhode Island to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Tue 9/112:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/17![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/18![Frontier logo]()
$177
This Super.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/212:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/16![Frontier logo]()
$183
This Trip.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Sat 9/512:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/17![Frontier logo]()
$184
This CheapOair deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Thu 10/111:17 am -
1 stop12h 42m
Sun 10/43:50 pm -
1 stop18h 01m
Deal found 8/16![Frontier logo]()
$186
This Trip.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Sat 9/1212:54 pm -
1 stop6h 29m
Wed 9/163:50 pm -
1 stop17h 32m
Deal found 8/16![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Mon 8/3112:45 pm -
1 stop8h 14m
Wed 9/27:44 pm -
1 stop12h 25m
Deal found 8/18![Frontier logo]()
$193
This JetBlue deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/96:30 am -
1 stop8h 15m
Wed 9/233:00 pm -
1 stop7h 35m
Deal found 8/17![JetBlue logo]()
$247
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/36:40 pm -
Nonstop2h 45m
Sun 9/68:45 am -
Nonstop2h 30m
Deal found 8/18![Southwest logo]()
$255
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Tue 9/155:31 pm -
Nonstop3h 20m
Tue 9/227:48 pm -
Nonstop2h 33m
Deal found 8/16![American Airlines logo]()
$256
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/177:09 am -
Nonstop2h 56m
Tue 9/227:48 pm -
Nonstop2h 33m
Deal found 8/16![American Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/106:10 pm -
Nonstop2h 25m
Mon 9/148:05 am -
Nonstop2h 25m
Deal found 8/17![Southwest logo]()
$257
Best flights from Rhode Island to ChicagoDiscover carefully curated flight deals from Rhode Island to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Rhode Island to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/121:00 pm -
Nonstop2h 35m
Wed 9/168:45 am -
Nonstop2h 30m
Deal found 8/16![Southwest logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/1710:38 am -
Nonstop2h 51m
Sun 9/207:30 am -
Nonstop2h 31m
Deal found 8/17![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:50 pm -
Nonstop2h 54m
Sun 9/67:55 am -
Nonstop2h 29m
Deal found 8/18![Delta logo]()
$255
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/3012:35 pm -
1 stop5h 58m
Mon 11/27:50 am -
1 stop5h 10m
Deal found 8/20![American Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:55 pm -
Nonstop2h 35m
Sun 9/276:00 am -
Nonstop2h 15m
Deal found 8/20![Southwest logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/59:00 am -
Nonstop2h 59m
Mon 9/77:20 am -
Nonstop2h 34m
Deal found 8/20![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/137:30 am -
Nonstop2h 54m
Wed 10/143:05 pm -
Nonstop2h 39m
Deal found 8/18![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/269:23 am -
Nonstop2h 52m
Tue 9/2910:25 am -
Nonstop2h 42m
Deal found 8/17![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 10/27:30 am -
Nonstop2h 54m
Sun 10/47:35 am -
Nonstop2h 33m
Deal found 8/16![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/2910:50 am -
1 stop6h 00m
Thu 10/15:30 am -
Nonstop2h 25m
Deal found 8/20![Southwest logo]()
$265
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/39:00 am -
Nonstop2h 59m
Sat 9/56:15 am -
Nonstop2h 21m
Deal found 8/20![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/207:40 pm -
Nonstop2h 51m
Fri 10/237:25 am -
Nonstop2h 35m
Deal found 8/20![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/156:05 pm -
1 stop6h 50m
Sat 10/174:25 pm -
Nonstop2h 20m
Deal found 8/20![Southwest logo]()
$265
This United Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/39:00 am -
Nonstop2h 59m
Tue 9/87:55 pm -
Nonstop2h 35m
Deal found 8/18![United Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:40 am -
Nonstop2h 35m
Mon 10/1911:00 am -
1 stop4h 05m
Deal found 8/20![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/188:50 pm -
Nonstop2h 42m
Sat 9/264:35 pm -
Nonstop2h 45m
Deal found 8/19![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/99:25 am -
1 stop8h 40m
Sat 9/127:40 am -
Nonstop2h 20m
Deal found 8/18![Southwest logo]()
$265
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/218:40 am -
Nonstop2h 48m
Fri 9/257:03 am -
Nonstop2h 32m
Deal found 8/17![United Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/2411:40 am -
1 stop21h 26m
Sun 11/299:51 am -
2 stops23h 25m
Deal found 8/18![Multiple Airlines logo]()
$806
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/106:03 pm -
1 stop5h 30m
Tue 10/136:44 pm -
1 stop3h 59m
Deal found 8/20![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/3012:55 pm -
Nonstop2h 25m
Sat 10/36:55 am -
1 stop4h 40m
Deal found 8/17![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:40 am -
Nonstop2h 35m
Tue 10/201:35 pm -
2 stops6h 40m
Deal found 8/20![Southwest logo]()
$270
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/511:31 am -
Nonstop2h 44m
Fri 10/97:03 am -
Nonstop2h 32m
Deal found 8/19![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/55:00 am -
2 stops9h 20m
Sun 9/611:55 am -
Nonstop2h 20m
Deal found 8/20![Southwest logo]()
$270
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/52:54 pm -
1 stop7h 53m
Tue 9/85:10 pm -
1 stop5h 28m
Deal found 8/16![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/66:30 pm -
Nonstop2h 45m
Mon 11/97:50 am -
2 stops6h 50m
Deal found 8/18![Southwest logo]()
$270
This United Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:31 am -
Nonstop2h 44m
Mon 10/57:03 am -
Nonstop2h 32m
Deal found 8/15![United Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/102:05 pm -
2 stops6h 30m
Mon 9/148:05 am -
Nonstop2h 25m
Deal found 8/19![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/228:30 am -
1 stop5h 30m
Wed 9/234:20 pm -
1 stop4h 50m
Deal found 8/17![Southwest logo]()
$275
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/146:45 am -
1 stop5h 35m
Sat 10/178:10 am -
2 stops9h 10m
Deal found 8/18![Southwest logo]()
$280
Last-minute flights from Rhode Island to ChicagoDiscover last-minute flight deals from Rhode Island to Chicago. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Rhode Island to Chicago. Data last updated August 21, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Mon 8/3112:45 pm -
1 stop8h 14m
Wed 9/27:44 pm -
1 stop12h 25m
Deal found 8/18![Frontier logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:45 pm -
1 stop8h 14m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/15![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Tue 9/112:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/17![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/18![Frontier logo]()
$177
This Super.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/212:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/16![Frontier logo]()
$183
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/36:40 pm -
Nonstop2h 45m
Sun 9/68:45 am -
Nonstop2h 30m
Deal found 8/18![Southwest logo]()
$255
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:50 pm -
1 stop5h 10m
Tue 9/86:40 am -
Nonstop2h 15m
Deal found 8/18![Southwest logo]()
$265
This Trip.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Sat 9/512:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/17![Frontier logo]()
$184
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/106:10 pm -
Nonstop2h 25m
Mon 9/148:05 am -
Nonstop2h 25m
Deal found 8/17![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/107:40 am -
2 stops5h 40m
Mon 9/146:30 pm -
Nonstop2h 25m
Deal found 8/19![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:30 am -
Nonstop2h 35m
Tue 9/156:40 am -
Nonstop2h 15m
Deal found 8/18![Southwest logo]()
$267
This Trip.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Sat 9/1212:54 pm -
1 stop6h 29m
Wed 9/163:50 pm -
1 stop17h 32m
Deal found 8/16![Frontier logo]()
$187
One-way flights from Rhode Island to ChicagoSearch for one-way flight options from Rhode Island to Chicago. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Rhode Island to Chicago. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Super.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/212:45 pm -
1 stop11h 02m
Deal found 8/19![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/2112:57 pm -
1 stop6h 34m
Deal found 8/20![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/512:45 pm -
1 stop11h 02m
Deal found 8/19![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/1111:36 am -
1 stop12h 23m
Deal found 8/19![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:35 pm -
1 stop10h 18m
Deal found 8/18![Frontier logo]()
$105
This Faresmojo deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:50 pm -
Nonstop2h 54m
Deal found 8/21![JetBlue logo]()
$105
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/3012:35 pm -
1 stop10h 18m
Deal found 8/17![Frontier logo]()
$106
This Travelocity deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:11 am -
1 stop14h 39m
Deal found 8/16![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:45 pm -
1 stop8h 23m
Deal found 8/20![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/1112:54 pm -
1 stop5h 57m
Deal found 8/20![Frontier logo]()
$108
This Priceline deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/1512:52 pm -
1 stop6h 31m
Deal found 8/21![Frontier logo]()
$108
This CheapOair deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/1212:54 pm -
1 stop5h 57m
Deal found 8/20![Frontier logo]()
$109
Find flight deals from Rhode Island to Chicago
Keep the following information in mind while searching for Rhode Island to Chicago flight deals. Data was last updated August 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $176 (Frontier) |
One-way from | $103 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $248 |
Good round-trip deal | $373 or less |
Good one-way deal | $222 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Rhode Island to Chicago 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 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Rhode Island to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS Boston Logan Intl - MDW Chicago Midway
BOSMDW
Boston Logan Intl
Sat 9/12
1:00 pm-2:35 pm
Nonstop2h 35m
Chicago Midway
Wed 9/16
8:45 am-12:15 pm
Nonstop2h 30m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Thu 9/17
10:38 am-12:29 pm
Nonstop2h 51m
Chicago O'Hare Intl
Sun 9/20
7:30 am-11:01 am
Nonstop2h 31m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Thu 9/3
8:50 pm-10:44 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sun 9/6
7:55 am-11:24 am
Nonstop2h 29m
$255
Quickest round-trip
BostonChicago
BOS Boston Logan Intl - MDW Chicago Midway
BOSMDW
Boston Logan Intl
Fri 9/25
3:55 pm-5:30 pm
Nonstop2h 35m
Chicago Midway
Sun 9/27
6:00 am-9:15 am
Nonstop2h 15m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 9/5
9:00 am-10:59 am
Nonstop2h 59m
Chicago O'Hare Intl
Mon 9/7
7:20 am-10:54 am
Nonstop2h 34m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 10/13
7:30 am-9:24 am
Nonstop2h 54m
Chicago O'Hare Intl
Wed 10/14
3:05 pm-6:44 pm
Nonstop2h 39m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 9/26
9:23 am-11:15 am
Nonstop2h 52m
Chicago O'Hare Intl
Tue 9/29
10:25 am-2:07 pm
Nonstop2h 42m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Fri 10/2
7:30 am-9:24 am
Nonstop2h 54m
Chicago O'Hare Intl
Sun 10/4
7:35 am-11:08 am
Nonstop2h 33m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Thu 9/3
9:00 am-10:59 am
Nonstop2h 59m
Chicago O'Hare Intl
Sat 9/5
6:15 am-9:36 am
Nonstop2h 21m
$255
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 10/20
7:40 pm-9:31 pm
Nonstop2h 51m
Chicago O'Hare Intl
Fri 10/23
7:25 am-11:00 am
Nonstop2h 35m
$255
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Rhode Island to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Rhode Island with our price prediction graph.
BOS-MDW
BOS-ORD
BOS-RFD
PVD-ORD
PVD-MDW
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 Chicago
USRI-CHI
BOS-MDW
BOS-ORD
BOS-RFD
PVD-ORD
What is the cheapest month to book a flight from Rhode Island to Chicago?
Currently, December is the cheapest month in which you can book a flight from Rhode Island to Chicago (average of $357). Flying from Rhode Island to Chicago in July is currently the most expensive (average of $490). 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 CHI?
Find hourly flight availability from Rhode Island to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 21, 2026.
When flying from Rhode Island to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 9% versus a flight in the morning.
Weekly flight availability from Rhode Island to Chicago
Explore weekly flight availability from Rhode Island to Chicago. 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 21, 2026.
The most flights from USRI to CHI are scheduled on a Wednesday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Rhode Island to Chicago?
Airfare is below average for this route at the moment.
Rhode Island to Chicago flights typically cost between $293 and $406 in September.The cheapest round-trip price found within the last 5 days was $247 on JetBlue (Sep 9-Sep 23).
How far ahead should I book a flight from Rhode Island to Chicago?
The best time to book flights from Rhode Island to Chicago is 54 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Rhode Island to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Rhode Island to Chicago. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Rhode Island to Chicago 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.
Related info for your journey
Find useful and relevant information for your journey from Rhode Island to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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 Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 21, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Rhode Island to Chicago by cabin class
Find flights from Rhode Island to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Rhode Island and Chicago flights
Browse other Rhode Island and Chicago flight options. Last updated on August 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Rhode Island to Chicago flights
Consider these flights traveling from Rhode Island to Chicago.
Top 3 airlines flying from Rhode Island to Chicago
Discover the top 3 airlines that operate flights from Rhode Island to Chicago. 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 7,457,451 searches. Data last updated August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$232 | Average$408 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$390 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$299 | Average$389 | FlexibilityNo cancel fee | On-time63% |