$232+ Cheap flights from Rochester, MN (RST) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Nov 5 — Nov 121
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Rochester 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 Rochester to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Rochester to ChicagoExplore the most affordable flight options available from Rochester to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
Explore the most affordable flight options available from Rochester to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/2211:07 am -
1 stop10h 26m
Wed 11/2512:38 pm -
1 stop21h 35m
Deal found 10/5![Delta logo]()
$386
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/226:00 am -
1 stop10h 39m
Wed 11/2512:30 pm -
1 stop21h 43m
Deal found 10/5![Delta logo]()
$386
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/226:00 am -
1 stop8h 55m
Sat 11/286:20 am -
1 stop3h 53m
Deal found 10/5![Delta logo]()
$392
This American Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/195:42 pm -
Nonstop1h 47m
Tue 12/2210:35 pm -
Nonstop1h 39m
Deal found 10/5![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/2211:07 am -
1 stop10h 26m
Thu 11/266:23 am -
1 stop9h 12m
Deal found 10/5![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/246:00 am -
1 stop10h 41m
Wed 11/2512:38 pm -
1 stop21h 35m
Deal found 10/5![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/234:16 pm -
1 stop19h 34m
Wed 11/2510:34 am -
1 stop23h 39m
Deal found 10/5![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/246:00 am -
1 stop10h 41m
Sat 11/286:20 am -
1 stop3h 53m
Deal found 10/5![Delta logo]()
$410
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/246:00 am -
1 stop5h 50m
Wed 11/2510:34 am -
1 stop23h 39m
Deal found 10/5![Delta logo]()
$410
This Delta deal was found by Cheapflights users on 10/3. 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.
Tue 11/1011:07 am -
1 stop3h 48m
Tue 11/176:23 am -
1 stop3h 50m
Deal found 10/3![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/226:00 am -
1 stop10h 39m
Fri 11/275:29 pm -
1 stop16h 44m
Deal found 10/5![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 12/1211:15 am -
1 stop5h 28m
Tue 12/158:39 am -
2 stops7h 04m
Deal found 10/4![Delta logo]()
$422
Best flights from Rochester to ChicagoDiscover carefully curated flight deals from Rochester to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
Discover carefully curated flight deals from Rochester to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 2/116:10 am -
1 stop5h 41m
Sat 2/139:55 am -
1 stop5h 48m
Deal found 10/4![Delta logo]()
$462
This American Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/301:02 pm -
Nonstop1h 32m
Sat 10/3110:40 pm -
Nonstop1h 27m
Deal found 10/5![American Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 3/1111:15 am -
1 stop5h 35m
Mon 3/1512:30 pm -
1 stop3h 13m
Deal found 10/4![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/206:00 am -
1 stop5h 47m
Mon 10/2612:27 pm -
1 stop22h 16m
Deal found 10/5![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/3011:23 am -
2 stops5h 09m
Sat 10/316:20 am -
1 stop4h 23m
Deal found 10/5![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 10/176:00 am -
2 stops6h 59m
Sat 10/246:20 am -
1 stop4h 23m
Deal found 10/4![Delta logo]()
$615
This Delta deal was found by Cheapflights users on 10/2. 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.
Sat 12/194:23 pm -
1 stop5h 16m
Tue 12/226:23 am -
1 stop3h 50m
Deal found 10/2![Delta logo]()
$640
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 10/166:00 am -
1 stop5h 47m
Sat 10/1710:12 am -
1 stop5h 30m
Deal found 10/4![Delta logo]()
$649
This Delta deal was found by Cheapflights users on 10/1. 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.
Tue 12/296:20 am -
1 stop4h 41m
Sat 1/29:30 am -
2 stops6h 13m
Deal found 10/1![Delta logo]()
$675
This Delta deal was found by Cheapflights users on 10/1. 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.
Tue 12/2910:53 am -
1 stop3h 56m
Sat 1/26:23 am -
1 stop3h 50m
Deal found 10/1![Delta logo]()
$707
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 -
1 stop5h 47m
Tue 10/275:31 pm -
1 stop5h 14m
Deal found 10/5![Delta logo]()
$728
This Delta deal was found by Cheapflights users on 10/1. 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.
Fri 10/1611:23 am -
1 stop5h 17m
Tue 10/206:20 am -
1 stop4h 23m
Deal found 10/1![Delta logo]()
$729
This Delta deal was found by Cheapflights users on 10/3. 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.
Fri 10/234:22 pm -
1 stop3h 16m
Sun 10/256:20 am -
1 stop4h 23m
Deal found 10/3![Delta logo]()
$731
This Delta deal was found by Cheapflights users on 10/2. 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.
Sat 10/2411:23 am -
1 stop3h 13m
Sun 10/256:20 am -
1 stop4h 23m
Deal found 10/2![Delta logo]()
$809
This Delta deal was found by Cheapflights users on 10/2. 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 -
1 stop5h 40m
Sun 10/186:20 am -
1 stop4h 23m
Deal found 10/2![Delta logo]()
$811
This Delta deal was found by Cheapflights users on 10/1. 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.
Tue 11/1711:07 am -
1 stop3h 48m
Wed 11/186:23 am -
1 stop3h 50m
Deal found 10/1![Delta logo]()
$838
Last-minute flights from Rochester to ChicagoDiscover last-minute flight deals from Rochester to Chicago. Data last updated October 6, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Chicago. Data last updated October 6, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/136:00 am -
2 stops6h 59m
Tue 10/206:20 am -
1 stop4h 23m
Deal found 10/5![Delta logo]()
$486
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/136:00 am -
2 stops6h 59m
Sat 10/178:29 am -
2 stops7h 13m
Deal found 10/5![Delta logo]()
$491
This American Airlines deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/147:08 am -
Nonstop1h 35m
Sat 10/1711:05 am -
Nonstop1h 27m
Deal found 10/5![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 10/1. 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 10/164:27 pm -
Nonstop1h 32m
Tue 10/2010:40 pm -
Nonstop1h 27m
Deal found 10/1![American Airlines logo]()
$508
This American Airlines deal was found by Cheapflights users on 10/1. 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 10/167:08 am -
Nonstop1h 35m
Sat 10/1711:05 am -
Nonstop1h 27m
Deal found 10/1![American Airlines logo]()
$543
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/226:00 am -
1 stop10h 39m
Wed 11/2512:30 pm -
1 stop21h 43m
Deal found 10/5![Delta logo]()
$386
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/226:00 am -
1 stop10h 39m
Fri 11/275:29 pm -
1 stop16h 44m
Deal found 10/5![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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.
Sun 11/226:00 am -
1 stop10h 39m
Thu 11/2611:05 am -
1 stop4h 30m
Deal found 10/5![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/234:16 pm -
1 stop19h 34m
Wed 11/2510:34 am -
1 stop23h 39m
Deal found 10/5![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/234:16 pm -
1 stop19h 34m
Fri 11/275:29 pm -
1 stop16h 44m
Deal found 10/5![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/246:00 am -
1 stop5h 50m
Wed 11/2510:34 am -
1 stop23h 39m
Deal found 10/5![Delta logo]()
$410
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/2612:40 pm -
1 stop21h 45m
Fri 11/275:29 pm -
1 stop16h 44m
Deal found 10/5![Delta logo]()
$464
One-way flights from Rochester to ChicagoSearch for one-way flight options from Rochester to Chicago. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
Search for one-way flight options from Rochester to Chicago. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
This Delta deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:23 am -
1 stop10h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Delta logo]()
$232
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/44:24 pm -
2 stops17h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 10/1. 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.
Fri 11/277:00 am -
1 stop12h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 10/1. 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.
Tue 10/276:00 am -
1 stop15h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 10/1. 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 11/24:22 pm -
2 stops20h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 10/1. 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.
Wed 10/286:00 am -
2 stops10h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 11/311:23 am -
1 stop21h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Delta logo]()
$336
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/14:24 pm -
2 stops21h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/24:24 pm -
1 stop19h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$356
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/311:23 am -
1 stop21h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 11/24:22 pm -
1 stop19h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” 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 1/206:10 am -
1 stop5h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Delta logo]()
$419
Find flight deals from Rochester to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Rochester (RST) 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 October 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $386 (Delta) |
One-way from | $232 (Delta) |
Popular in | October |
Cheapest in | May |
Average price | $656 |
Good round-trip deal | $443 or less |
Good one-way deal | $308 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Rochester 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 October 6, 2026.
Use the filters below to find and compare flights from Rochester to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Wed 3/31
11:15 am-7:34 pm
1 stop8h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$336
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Mon 12/7
4:24 pm-11:44 am
1 stop19h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$336
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Tue 12/1
4:24 pm-1:56 pm
2 stops21h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$341
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Sun 11/8
11:23 am-7:38 pm
1 stop8h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$356
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Thu 4/1
11:15 am-7:34 pm
1 stop8h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$386
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Fri 10/30
6:00 am-9:27 pm
1 stop15h 27m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$399
RochesterChicago
RST Rochester - MDW Chicago Midway
RSTMDW
Rochester
Mon 11/2
4:22 pm-12:47 pm
2 stops20h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$404
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Wed 12/30
6:20 am-11:53 am
1 stop5h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$419
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Sat 11/7
4:22 pm-9:27 pm
1 stop5h 05m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$419
RochesterChicago
RST Rochester - MDW Chicago Midway
RSTMDW
Rochester
Wed 1/20
6:10 am-11:51 am
1 stop5h 41m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$419
Showing 1-10 of 36 resultsSorted by cheapest first
Compare providers for flights from Rochester 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 Rochester to Chicago in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Rochester, Minnesota-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rochester, Minnesota-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rochester, Minnesota-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Rochester, Minnesota-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 Rochester, Minnesota-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 Rochester to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Rochester with our price prediction graph.
RST-CHI
RST-MDW
RST-ORD
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 Rochester to Chicago
RST-CHI
RST-MDW
RST-ORD
What is the cheapest month to book a flight from Rochester, Minnesota to Chicago?
Currently, June is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $336). Flying from Rochester, Minnesota to Chicago in October is currently the most expensive (average of $509). 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 RST to CHI?
Find hourly flight availability from Rochester 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 October 6, 2026.
A simple way to save on the total cost of your ticket is to fly from Rochester, Minnesota to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight at noon.
How much does it cost to fly round-trip from Rochester, Minnesota to Chicago?
Airfare is typical for this route at the moment.
Rochester, Minnesota to Chicago flights typically cost between $356 and $818 in November.The cheapest round-trip price found within the last 5 days was $386 on Delta (Nov 22-Nov 25).
What is the cheapest day to fly from Rochester, Minnesota to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Rochester to Chicago. Price data was last updated on October 3, 2026.
Travelers seeking maximum savings on their Rochester, Minnesota to Chicago flight should consider departing on Saturday at noon when fares are most often at their lowest. Tuesday 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 October 6, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Rochester to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.7
Crew
8.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.7
Crew
8.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Overall
7.4
Comfort
7.3
Entertainment
7.1
Food
6.7
Crew
8.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Rochester 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 Rochester
Popular flights
Alternative routes for Rochester 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 October 6, 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 Rochester to Chicago by cabin class
Find flights from Rochester to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Rochester and Chicago flights
Browse other Rochester and Chicago flight options. Last updated on October 6, 2026.
Other flights from Rochester
Browse through other flights departing from Rochester. Flights are based on user searches made on Cheapflights and were last updated on October 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Rochester to Chicago
Discover the top 2 airlines that operate flights from Rochester 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 October 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$263 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$346 | Average$482 | FlexibilityNo cancel fee | On-time71% |