$86+ Cheap flights from Richmond (RIC) 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHI
Sep 16 — Sep 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Richmond 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.Cheapflights Tip: The best prices from Richmond Byrd Intl to Chicago are usually found in February or January, booked 74 days in advance, depart on a Wednesday or Saturday and return on a Saturday
Cheap flight deals from Richmond to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Richmond to ChicagoExplore the most affordable flight options available from Richmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
Explore the most affordable flight options available from Richmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:51 pm -
1 stop6h 08m
Sun 9/133:50 pm -
1 stop24h 06m
Deal found 8/15![Frontier logo]()
$295
This Priceline deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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.
Sun 9/137:24 am -
1 stop7h 21m
Wed 9/163:00 pm -
1 stop6h 39m
Deal found 8/13![JetBlue logo]()
$296
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/217:20 pm -
1 stop4h 24m
Wed 9/231:00 pm -
1 stop4h 08m
Deal found 8/13![Delta logo]()
$297
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.
Thu 9/109:55 am -
1 stop7h 35m
Mon 9/146:00 am -
1 stop5h 04m
Deal found 8/16![Delta logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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.
Thu 10/223:51 pm -
1 stop17h 03m
Mon 10/265:55 pm -
1 stop13h 18m
Deal found 8/13![Multiple Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/104:25 pm -
2 stops7h 00m
Mon 9/216:15 pm -
Nonstop2h 05m
Deal found 8/13![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/233:07 pm -
1 stop5h 04m
Wed 10/287:10 am -
1 stop3h 57m
Deal found 8/13![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/235:40 pm -
1 stop5h 53m
Tue 10/276:44 pm -
1 stop3h 42m
Deal found 8/13![Delta logo]()
$300
This CheapOair deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:47 pm -
1 stop27h 05m
Sat 9/57:44 pm -
1 stop14h 22m
Deal found 8/12![Frontier logo]()
$301
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/235:40 pm -
1 stop5h 53m
Fri 10/306:44 pm -
1 stop3h 42m
Deal found 8/13![Delta logo]()
$301
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:30 am -
1 stop7h 45m
Mon 9/75:00 am -
1 stop7h 09m
Deal found 8/14![American Airlines logo]()
$303
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.
Tue 9/86:15 am -
1 stop3h 45m
Tue 9/811:55 am -
Nonstop1h 55m
Deal found 8/16![Southwest logo]()
$303
Best flights from Richmond to ChicagoDiscover carefully curated flight deals from Richmond to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
Discover carefully curated flight deals from Richmond to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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.
Thu 10/223:51 pm -
1 stop17h 03m
Mon 10/265:55 pm -
1 stop13h 18m
Deal found 8/13![Multiple Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/38:35 am -
Nonstop2h 00m
Mon 10/512:45 pm -
Nonstop1h 55m
Deal found 8/13![Southwest logo]()
$317
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 9/186:00 am -
Nonstop2h 23m
Sun 9/209:30 pm -
Nonstop2h 23m
Deal found 8/15![United Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 11/1412:59 pm -
1 stop4h 25m
Sun 11/157:00 am -
1 stop4h 03m
Deal found 8/13![Delta logo]()
$337
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.
Wed 9/307:21 pm -
2 stops14h 19m
Mon 10/56:31 pm -
1 stop12h 42m
Deal found 8/15![Multiple Airlines logo]()
$307
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:25 am -
2 stops9h 30m
Sat 10/2410:25 am -
2 stops7h 15m
Deal found 8/15![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/256:20 am -
Nonstop2h 22m
Sun 9/275:58 pm -
Nonstop2h 12m
Deal found 8/14![United Airlines logo]()
$328
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.
Tue 10/612:59 pm -
1 stop4h 33m
Sun 10/116:30 am -
1 stop6h 32m
Deal found 8/16![Delta logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 11/117:21 pm -
2 stops14h 19m
Mon 11/167:03 pm -
1 stop12h 10m
Deal found 8/13![Multiple Airlines logo]()
$323
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/118:05 am -
Nonstop1h 55m
Sat 9/129:20 am -
Nonstop1h 55m
Deal found 8/13![Southwest logo]()
$327
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.
Mon 10/55:35 pm -
1 stop5h 43m
Sun 10/116:30 am -
1 stop6h 32m
Deal found 8/16![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:50 am -
Nonstop1h 55m
Fri 9/46:15 pm -
Nonstop2h 05m
Deal found 8/12![Southwest logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/247:21 pm -
2 stops15h 09m
Mon 10/265:55 pm -
1 stop13h 18m
Deal found 8/13![Multiple Airlines logo]()
$329
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.
Thu 11/126:00 am -
1 stop4h 42m
Sun 11/156:00 am -
1 stop4h 41m
Deal found 8/16![Delta logo]()
$338
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:35 pm -
Nonstop2h 00m
Sun 10/254:30 pm -
2 stops6h 10m
Deal found 8/15![Southwest logo]()
$333
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:59 pm -
1 stop4h 33m
Sun 10/117:39 am -
Nonstop2h 22m
Deal found 8/16![United Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Thu 10/293:00 pm -
1 stop17h 54m
Mon 11/25:55 pm -
1 stop13h 18m
Deal found 8/14![Multiple Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 11/93:09 pm -
1 stop4h 53m
Sun 11/155:13 pm -
1 stop5h 19m
Deal found 8/13![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/78:10 am -
Nonstop1h 55m
Thu 10/85:00 am -
1 stop4h 25m
Deal found 8/14![Southwest logo]()
$338
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:40 pm -
Nonstop2h 19m
Fri 9/48:45 am -
1 stop4h 20m
Deal found 8/12![United Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:21 pm -
2 stops14h 29m
Mon 10/126:13 pm -
1 stop13h 00m
Deal found 8/12![Multiple Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 11/158:25 pm -
1 stop3h 40m
Wed 11/181:20 pm -
2 stops6h 55m
Deal found 8/13![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:00 pm -
1 stop6h 03m
Mon 8/311:50 pm -
1 stop6h 50m
Deal found 8/12![Delta logo]()
$383
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.
Thu 10/83:51 pm -
1 stop17h 11m
Thu 10/151:12 pm -
1 stop7h 40m
Deal found 8/15![Multiple Airlines logo]()
$365
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 10/236:02 pm -
1 stop5h 26m
Mon 10/269:36 pm -
2 stops11h 00m
Deal found 8/15![United Airlines logo]()
$444
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:42 pm -
1 stop4h 54m
Mon 8/315:45 pm -
1 stop5h 01m
Deal found 8/13![Delta logo]()
$383
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:20 pm -
1 stop6h 55m
Sun 10/187:40 am -
Nonstop1h 55m
Deal found 8/13![Southwest logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:51 pm -
1 stop17h 11m
Mon 10/126:13 pm -
1 stop13h 00m
Deal found 8/12![Multiple Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:53 pm -
1 stop6h 35m
Mon 9/1410:00 pm -
2 stops15h 05m
Deal found 8/12![United Airlines logo]()
$459
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.
Fri 9/184:25 pm -
1 stop5h 35m
Sun 9/208:05 am -
Nonstop2h 10m
Deal found 8/16![Southwest logo]()
$374
Last-minute flights from Richmond to ChicagoDiscover last-minute flight deals from Richmond to Chicago. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Richmond to Chicago. Data last updated August 17, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:47 pm -
1 stop27h 05m
Sat 9/57:44 pm -
1 stop14h 22m
Deal found 8/12![Frontier logo]()
$301
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:42 pm -
1 stop5h 54m
Fri 9/46:42 pm -
1 stop4h 04m
Deal found 8/12![Delta logo]()
$300
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:18 pm -
1 stop5h 28m
Mon 9/75:00 am -
1 stop7h 09m
Deal found 8/12![American Airlines logo]()
$300
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:07 am -
Nonstop2h 27m
Sun 9/68:15 am -
Nonstop2h 12m
Deal found 8/14![American Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/58:10 am -
Nonstop2h 00m
Wed 9/911:55 am -
Nonstop1h 55m
Deal found 8/14![Southwest logo]()
$305
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.
Tue 9/86:15 am -
1 stop3h 45m
Tue 9/811:55 am -
Nonstop1h 55m
Deal found 8/16![Southwest logo]()
$303
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.
Thu 9/109:55 am -
1 stop7h 35m
Mon 9/146:00 am -
1 stop5h 04m
Deal found 8/16![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/104:25 pm -
2 stops7h 00m
Mon 9/216:15 pm -
Nonstop2h 05m
Deal found 8/13![Southwest logo]()
$298
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:51 pm -
1 stop6h 08m
Sun 9/133:50 pm -
1 stop24h 06m
Deal found 8/15![Frontier logo]()
$295
This Priceline deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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.
Sun 9/137:24 am -
1 stop7h 21m
Wed 9/163:00 pm -
1 stop6h 39m
Deal found 8/13![JetBlue logo]()
$296
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/217:20 pm -
1 stop4h 24m
Wed 9/231:00 pm -
1 stop4h 08m
Deal found 8/13![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:10 am -
Nonstop2h 00m
Wed 9/3011:55 am -
Nonstop1h 55m
Deal found 8/12![Southwest logo]()
$304
One-way flights from Richmond to ChicagoSearch for one-way flight options from Richmond to Chicago. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from Richmond to Chicago. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/145:51 pm -
1 stop6h 08m
Deal found 8/13![Frontier logo]()
$86
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/115:51 pm -
1 stop6h 08m
Deal found 8/14![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/97:21 pm -
2 stops20h 24m
Deal found 8/13![Multiple Airlines logo]()
$98
This CheapOair deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/153:51 pm -
1 stop28h 11m
Deal found 8/13![Frontier logo]()
$103
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/53:40 pm -
1 stop5h 55m
Deal found 8/13![Southwest logo]()
$108
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/26:14 am -
Nonstop2h 27m
Deal found 8/13![American Airlines logo]()
$118
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/27:50 am -
Nonstop1h 55m
Deal found 8/13![Southwest logo]()
$118
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/88:15 pm -
Nonstop2h 31m
Deal found 8/14![American Airlines logo]()
$119
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/157:35 pm -
Nonstop2h 00m
Deal found 8/13![Southwest logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/158:30 pm -
2 stops16h 21m
Deal found 8/14![Multiple Airlines logo]()
$123
This JetBlue deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/142:40 pm -
1 stop10h 04m
Deal found 8/13![JetBlue logo]()
$126
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 11/128:10 am -
Nonstop2h 05m
Deal found 8/13![Southwest logo]()
$126
Find flight deals from Richmond to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Richmond (RIC) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $295 (CheapOair) |
One-way from | $86 (Frontier) |
Popular in | June |
Cheapest in | February |
Average price | $412 |
Good round-trip deal | $368 or less |
Good one-way deal | $198 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Richmond 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 2,558,603 searches. Data last updated August 17, 2026.
Use the filters below to find and compare flights from Richmond to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RichmondChicago
RIC Richmond Byrd Intl - RFD Chicago Greater Rockford
RICRFD
Richmond Byrd Intl
Thu 10/22
3:51 pm-7:54 am
1 stop17h 03m
Chicago Greater Rockford
Mon 10/26
5:55 pm-8:13 am
1 stop13h 18m
$298
RichmondChicago
RIC Richmond Byrd Intl - RFD Chicago Greater Rockford
RICRFD
Richmond Byrd Intl
Wed 9/30
7:21 pm-8:40 am
2 stops14h 19m
Chicago Greater Rockford
Mon 10/5
6:31 pm-8:13 am
1 stop12h 42m
$307
RichmondChicago
RIC Richmond Byrd Intl - MDW Chicago Midway
RICMDW
Richmond Byrd Intl
Sat 10/3
8:35 am-9:35 am
Nonstop2h 00m
Chicago Midway
Mon 10/5
12:45 pm-3:40 pm
Nonstop1h 55m
$317
RichmondChicago
RIC Richmond Byrd Intl - MDW Chicago Midway
RICMDW
Richmond Byrd Intl
Thu 10/22
6:25 am-2:55 pm
2 stops9h 30m
Chicago Midway
Sat 10/24
10:25 am-6:40 pm
2 stops7h 15m
$323
RichmondChicago
RIC Richmond Byrd Intl - RFD Chicago Greater Rockford
RICRFD
Richmond Byrd Intl
Wed 11/11
7:21 pm-8:40 am
2 stops14h 19m
Chicago Greater Rockford
Mon 11/16
7:03 pm-8:13 am
1 stop12h 10m
$323
Quickest round-trip
RichmondChicago
RIC Richmond Byrd Intl - MDW Chicago Midway
RICMDW
Richmond Byrd Intl
Fri 9/11
8:05 am-9:00 am
Nonstop1h 55m
Chicago Midway
Sat 9/12
9:20 am-12:15 pm
Nonstop1h 55m
$327
RichmondChicago
RIC Richmond Byrd Intl - MDW Chicago Midway
RICMDW
Richmond Byrd Intl
Wed 9/2
7:50 am-8:45 am
Nonstop1h 55m
Chicago Midway
Fri 9/4
6:15 pm-9:20 pm
Nonstop2h 05m
$327
RichmondChicago
RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl
RICORD
Richmond Byrd Intl
Fri 9/18
6:00 am-7:23 am
Nonstop2h 23m
Chicago O'Hare Intl
Sun 9/20
9:30 pm-12:53 am
Nonstop2h 23m
$328
RichmondChicago
RIC Richmond Byrd Intl - ORD Chicago O'Hare Intl
RICORD
Richmond Byrd Intl
Fri 9/25
6:20 am-7:42 am
Nonstop2h 22m
Chicago O'Hare Intl
Sun 9/27
5:58 pm-9:10 pm
Nonstop2h 12m
$328
RichmondChicago
RIC Richmond Byrd Intl - RFD Chicago Greater Rockford
RICRFD
Richmond Byrd Intl
Sat 10/24
7:21 pm-9:30 am
2 stops15h 09m
Chicago Greater Rockford
Mon 10/26
5:55 pm-8:13 am
1 stop13h 18m
$329
Showing 1-10 of 57 resultsSorted by cheapest first
Compare providers for flights from Richmond to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Richmond to Chicago in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Richmond-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Richmond-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Richmond-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Richmond-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Richmond-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Richmond to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Richmond with our price prediction graph.
RIC-CHI
RIC-ORD
RIC-MDW
RIC-RFD
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 Richmond to Chicago
RIC-CHI
RIC-ORD
RIC-MDW
RIC-RFD
What is the cheapest month to book a flight from Richmond to Chicago?
Currently, February is the cheapest month in which you can book a flight from Richmond to Chicago (average of $288). Flying from Richmond to Chicago in July is currently the most expensive (average of $459). 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 RIC to CHI?
Find hourly flight availability from Richmond 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 17, 2026.
A simple way to save on the total cost of your ticket is to fly from Richmond to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight in the morning.
Weekly flight availability from Richmond to Chicago
Explore weekly flight availability from Richmond 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 17, 2026.
The most flights from RIC to CHI are scheduled on a Saturday (33 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (25 on average).
How much does it cost to fly round-trip from Richmond to Chicago?
Airfare is below average for this route at the moment.
Richmond to Chicago flights typically cost between $339 and $510 in September.The cheapest round-trip price found within the last 5 days was $295 on Frontier (Sep 11-Sep 13).
How far ahead should I book a flight from Richmond to Chicago?
The best time to book flights from Richmond to Chicago is 48 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 Richmond to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Richmond to Chicago. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Richmond to Chicago flight should consider departing on Saturday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated August 17, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Richmond to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
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 Richmond 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.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Richmond
Popular flights
Alternative routes for Richmond 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 17, 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 Richmond to Chicago by cabin class
Find flights from Richmond to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Richmond and Chicago flights
Browse other Richmond and Chicago flight options. Last updated on August 17, 2026.
Other flights from Richmond
Browse through other flights departing from Richmond. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Richmond to Chicago
Discover the top 5 airlines that operate flights from Richmond 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 2,558,603 searches. Data last updated August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$126 | Average$352 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$409 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$252 | Average$402 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$260 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$279 | Average$443 | FlexibilityNo cancel fee | On-time69% |