$232+ Cheap flights from Rochester, MN (RST) 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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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
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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 September 1, 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 September 1, 2026.
This American Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2311:45 am -
Nonstop1h 34m
Tue 12/2910:30 pm -
Nonstop1h 39m
Deal found 9/1![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:23 am -
1 stop5h 17m
Wed 10/216:20 am -
1 stop4h 23m
Deal found 8/29![Delta logo]()
$396
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:23 am -
2 stops5h 03m
Wed 10/286:20 am -
1 stop4h 23m
Deal found 8/29![Delta logo]()
$402
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:50 pm -
Nonstop1h 35m
Sun 9/610:35 pm -
Nonstop1h 24m
Deal found 8/30![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:18 pm -
Nonstop1h 42m
Wed 10/2111:05 am -
Nonstop1h 27m
Deal found 8/28![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:23 am -
1 stop21h 30m
Tue 10/2012:30 pm -
1 stop3h 12m
Deal found 8/29![Delta logo]()
$420
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:08 am -
Nonstop1h 35m
Sat 10/242:15 pm -
Nonstop1h 31m
Deal found 8/28![American Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:22 pm -
2 stops20h 37m
Wed 10/286:20 am -
1 stop4h 23m
Deal found 8/29![Delta logo]()
$426
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/234:45 pm -
1 stop4h 48m
Wed 10/216:20 am -
1 stop4h 23m
Deal found 8/28![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:36 am -
1 stop4h 24m
Wed 9/169:59 am -
1 stop6h 06m
Deal found 8/27![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:22 pm -
2 stops18h 07m
Tue 10/278:29 am -
2 stops7h 13m
Deal found 8/29![Delta logo]()
$431
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:50 pm -
2 stops7h 40m
Sun 9/66:00 am -
1 stop4h 52m
Deal found 8/30![Delta logo]()
$434
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 September 1, 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 September 1, 2026.
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/44:25 pm -
1 stop19h 26m
Tue 1/125:35 pm -
1 stop17h 28m
Deal found 8/27![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/611:15 am -
1 stop21h 34m
Fri 1/85:35 pm -
1 stop22h 08m
Deal found 8/27![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2711:15 am -
1 stop5h 35m
Wed 2/35:35 pm -
1 stop5h 11m
Deal found 8/28![Delta logo]()
$396
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/116:10 am -
1 stop5h 41m
Sat 2/139:55 am -
1 stop5h 48m
Deal found 8/30![Delta logo]()
$442
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:15 am -
2 stops7h 43m
Sun 10/46:10 am -
1 stop4h 46m
Deal found 8/31![Delta logo]()
$474
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:15 am -
1 stop3h 15m
Fri 9/186:10 am -
1 stop4h 46m
Deal found 8/28![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/114:25 pm -
1 stop5h 12m
Sat 2/131:35 pm -
2 stops9h 11m
Deal found 8/29![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 am -
2 stops6h 47m
Sat 11/75:31 pm -
1 stop5h 14m
Deal found 8/27![Delta logo]()
$478
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:22 pm -
1 stop5h 05m
Sun 10/256:20 am -
1 stop4h 23m
Deal found 8/31![Delta logo]()
$488
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:22 pm -
1 stop5h 05m
Mon 11/165:05 pm -
2 stops5h 43m
Deal found 8/30![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/711:15 am -
2 stops7h 22m
Sun 1/105:35 pm -
1 stop5h 11m
Deal found 8/27![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/284:24 pm -
1 stop5h 15m
Fri 1/16:25 am -
1 stop5h 37m
Deal found 8/28![Delta logo]()
$518
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 am -
2 stops6h 59m
Sat 11/71:55 pm -
2 stops8h 50m
Deal found 8/27![Delta logo]()
$529
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:45 pm -
1 stop4h 48m
Sun 10/46:10 am -
1 stop4h 46m
Deal found 8/31![Delta logo]()
$591
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:23 am -
1 stop3h 13m
Mon 10/195:30 pm -
1 stop5h 15m
Deal found 8/30![Delta logo]()
$738
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3011:23 am -
1 stop5h 24m
Sun 11/15:31 pm -
1 stop5h 14m
Deal found 8/30![Delta logo]()
$743
Last-minute flights from Rochester to ChicagoDiscover last-minute flight deals from Rochester to Chicago. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Chicago. Data last updated September 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:30 am -
Nonstop1h 27m
Sat 9/510:35 pm -
Nonstop1h 24m
Deal found 8/27![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:50 pm -
Nonstop1h 35m
Sun 9/610:35 pm -
Nonstop1h 24m
Deal found 8/30![American Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:50 pm -
2 stops7h 40m
Sun 9/66:00 am -
1 stop4h 52m
Deal found 8/30![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:36 am -
1 stop4h 24m
Wed 9/169:59 am -
1 stop6h 06m
Deal found 8/27![Delta logo]()
$428
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:18 pm -
Nonstop1h 42m
Wed 10/2111:05 am -
Nonstop1h 27m
Deal found 8/28![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/234:45 pm -
1 stop4h 48m
Wed 10/216:20 am -
1 stop4h 23m
Deal found 8/28![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:23 am -
1 stop21h 30m
Wed 10/216:20 am -
1 stop4h 23m
Deal found 8/29![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:23 am -
1 stop3h 13m
Sat 10/176:20 am -
1 stop4h 23m
Deal found 8/29![Delta logo]()
$396
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:08 am -
Nonstop1h 35m
Sat 10/242:15 pm -
Nonstop1h 31m
Deal found 8/28![American Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/184:22 pm -
1 stop5h 05m
Sat 10/2412:30 pm -
1 stop3h 12m
Deal found 8/28![Delta logo]()
$442
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:22 pm -
2 stops20h 37m
Tue 10/276:20 am -
1 stop4h 23m
Deal found 8/29![Delta logo]()
$426
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Tue 10/277:00 am -
2 stops8h 42m
Deal found 8/29![Delta logo]()
$402
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 September 1, 2026.
Search for one-way flight options from Rochester to Chicago. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop15h 27m
Deal found 8/31![Delta logo]()
$232
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/254:25 pm -
1 stop16h 18m
Deal found 9/1![Delta logo]()
$249
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/45:50 pm -
Nonstop1h 47m
Deal found 8/28![American Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:22 pm -
2 stops19h 51m
Deal found 8/31![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/277:00 am -
1 stop12h 39m
Deal found 8/27![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:00 am -
2 stops9h 40m
Deal found 8/27![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/254:16 pm -
2 stops17h 06m
Deal found 8/27![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/264:25 pm -
2 stops20h 47m
Deal found 8/28![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am -
1 stop15h 27m
Deal found 8/28![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:15 am -
1 stop3h 33m
Deal found 8/28![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:00 am -
2 stops6h 47m
Deal found 8/29![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:15 am -
1 stop3h 33m
Deal found 8/28![Delta logo]()
$434
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 September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $314 (Delta) |
One-way from | $232 (Delta) |
Popular in | October |
Cheapest in | May |
Average price | $462 |
Good round-trip deal | $414 or less |
Good one-way deal | $298 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 September 1, 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 - MDW Chicago Midway
RSTMDW
Rochester
Mon 1/4
4:25 pm-11:51 am
1 stop19h 26m
Chicago Midway
Tue 1/12
5:35 pm-11:03 am
1 stop17h 28m
$314
RochesterChicago
RST Rochester - MDW Chicago Midway
RSTMDW
Rochester
Wed 1/6
11:15 am-8:49 am
1 stop21h 34m
Chicago Midway
Fri 1/8
5:35 pm-3:43 pm
1 stop22h 08m
$354
RochesterChicago
RST Rochester - MDW Chicago Midway
RSTMDW
Rochester
Wed 1/27
11:15 am-4:50 pm
1 stop5h 35m
Chicago Midway
Wed 2/3
5:35 pm-10:46 pm
1 stop5h 11m
$396
RochesterChicago
RST Rochester - MDW Chicago Midway
RSTMDW
Rochester
Thu 2/11
6:10 am-11:51 am
1 stop5h 41m
Chicago Midway
Sat 2/13
9:55 am-3:43 pm
1 stop5h 48m
$442
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Sat 10/3
5:15 am-12:58 pm
2 stops7h 43m
Chicago O'Hare Intl
Sun 10/4
6:10 am-10:56 am
1 stop4h 46m
$474
Quickest round-trip
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Fri 9/11
5:15 am-8:30 am
1 stop3h 15m
Chicago O'Hare Intl
Fri 9/18
6:10 am-10:56 am
1 stop4h 46m
$475
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Thu 2/11
4:25 pm-9:37 pm
1 stop5h 12m
Chicago O'Hare Intl
Sat 2/13
1:35 pm-10:46 pm
2 stops9h 11m
$478
RochesterChicago
RST Rochester - MDW Chicago Midway
RSTMDW
Rochester
Thu 11/5
6:00 am-12:47 pm
2 stops6h 47m
Chicago Midway
Sat 11/7
5:31 pm-10:45 pm
1 stop5h 14m
$478
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Fri 10/23
4:22 pm-9:27 pm
1 stop5h 05m
Chicago O'Hare Intl
Sun 10/25
6:20 am-10:43 am
1 stop4h 23m
$488
RochesterChicago
RST Rochester - ORD Chicago O'Hare Intl
RSTORD
Rochester
Mon 11/2
4:22 pm-9:27 pm
1 stop5h 05m
Chicago O'Hare Intl
Mon 11/16
5:05 pm-10:48 pm
2 stops5h 43m
$494
Showing 1-10 of 32 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 September.
| 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 $528). 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 September 1, 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 25% on your trip compared to booking a flight at noon.
Weekly flight availability from Rochester, Minnesota to Chicago
Explore weekly flight availability from Rochester 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 September 1, 2026.
The most flights from RST to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
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 August 29, 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. 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 September 1, 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.
Crew
8.1
Entertainment
7.1
Comfort
7.3
Overall
7.4
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Crew
8.1
Entertainment
7.1
Comfort
7.3
Overall
7.4
Boarding
7.7
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Crew
8.1
Entertainment
7.1
Comfort
7.3
Overall
7.4
Boarding
7.7
Food
6.7
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
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Other flights to Chicago
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Rochester and Chicago flights
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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 September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$168 | Average$263 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$338 | Average$474 | FlexibilityNo cancel fee | On-time71% |