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$154+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap 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 August 14, 2025.

Round-trip from

$255
(Delta)

One-way from

$154
(Delta)

Popular in

June

Cheapest in

November

Average price

$349

Good round-trip deal

$360 or less

Good one-way deal

$233 or less
From Rochester to Chicago (CHI)
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One-way flight from Rochester to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Rochester to Chicago (CHI).
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Price to beat on a one-way flight from Rochester to Chicago (CHI).
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Find flight deals from Rochester to Chicago

Cheapest flights from Rochester to Chicago
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 August 14, 2025.

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 9/227:00 amRST - ORD
1 stop10h 04mDelta
Wed 10/16:15 amORD - RST
1 stop17h 13mDelta
Deal found 8/13$255
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 9/226:14 pmRST - MDW
1 stop18h 49mDelta
Sat 9/271:43 pmMDW - RST
1 stop7h 11mDelta
Deal found 8/13$255
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 9/227:00 amRST - ORD
1 stop10h 04mDelta
Sun 9/286:15 amORD - RST
1 stop17h 13mDelta
Deal found 8/13$292
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.
Tue 9/237:00 amRST - MDW
1 stop6h 03mDelta
Tue 9/301:43 pmMDW - RST
1 stop21h 02mDelta
Deal found 8/13$292
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.
Tue 9/237:00 amRST - ORD
1 stop9h 47mDelta
Mon 9/295:37 pmORD - RST
1 stop17h 08mDelta
Deal found 8/13$295
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.
Tue 11/1811:15 amRST - MDW
1 stop21h 31mDelta
Thu 11/279:20 amMDW - RST
1 stop7h 24mDelta
Deal found 8/13$295
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.
Wed 9/247:00 amRST - ORD
2 stops5h 35mDelta
Tue 9/306:15 amORD - RST
1 stop17h 13mDelta
Deal found 8/13$297
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.
Wed 9/247:00 amRST - MDW
2 stops5h 28mDelta
Sat 9/271:43 pmMDW - RST
1 stop7h 11mDelta
Deal found 8/13$297
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amRST - ORD
1 stop5h 00mDelta
Wed 9/246:15 amORD - RST
1 stop4h 30mDelta
Deal found 8/14$298
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amRST - MDW
1 stop6h 03mDelta
Wed 9/247:15 pmMDW - RST
1 stop4h 13mDelta
Deal found 8/14$298
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.
Sat 9/134:00 pmRST - ORD
Nonstop1h 34mAmerican Airlines
Tue 9/1611:00 amORD - RST
Nonstop1h 30mAmerican Airlines
Deal found 8/13$309
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 8/3012:48 pmRST - ORD
Nonstop1h 26mAmerican Airlines
Sun 8/314:46 pmORD - RST
Nonstop1h 25mAmerican Airlines
Deal found 8/12$310

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 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Rochester to Chicago that are best for you.

Fly from

Rochester

Fly to

Chicago

Route

Depart

Return

Price

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 9/24

7:00 am-5:04 pm

1 stop10h 04m

Chicago O'Hare Intl

Wed 10/1

8:50 am-11:28 pm

1 stop14h 38m

$255

RochesterChicago

RST - ORD

RSTORD

Rochester

Mon 9/22

7:00 am-5:04 pm

1 stop10h 04m

Chicago O'Hare Intl

Tue 9/30

11:00 am-11:28 pm

1 stop12h 28m

$255

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 9/27

11:25 am-9:30 pm

1 stop10h 05m

Chicago O'Hare Intl

Wed 10/1

8:50 am-11:28 pm

1 stop14h 38m

$255

RochesterChicago

RST - ORD

RSTORD

Rochester

Mon 9/22

7:00 am-5:04 pm

1 stop10h 04m

Chicago O'Hare Intl

Wed 10/1

6:15 am-11:28 pm

1 stop17h 13m

$255

RochesterChicago

RST - ORD

RSTORD

Rochester

Mon 9/22

7:00 am-5:04 pm

1 stop10h 04m

Chicago O'Hare Intl

Mon 9/29

5:37 pm-10:45 am

1 stop17h 08m

$255

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 9/24

7:00 am-5:04 pm

1 stop10h 04m

Chicago O'Hare Intl

Mon 9/29

5:37 pm-10:45 am

1 stop17h 08m

$255

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 9/24

7:00 am-5:04 pm

1 stop10h 04m

Chicago O'Hare Intl

Tue 9/30

6:15 am-11:28 pm

1 stop17h 13m

$255

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 9/27

11:25 am-9:30 pm

1 stop10h 05m

Chicago O'Hare Intl

Tue 9/30

6:15 am-11:28 pm

1 stop17h 13m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 9/26

6:14 pm-8:53 am

1 stop14h 39m

Chicago Midway

Mon 9/29

7:15 pm-5:34 pm

1 stop22h 19m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 9/26

6:14 pm-8:53 am

1 stop14h 39m

Chicago Midway

Tue 9/30

1:43 pm-11:28 pm

1 stop9h 45m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 37 results
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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.
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

What is the cheapest month to book a flight from Rochester, Minnesota to Chicago?

Currently, August is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $245). Flying from Rochester, Minnesota to Chicago in March is currently the most expensive (average of $321). 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 August 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Rochester, Minnesota to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 3% 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 August 14, 2025.

The most flights from RST to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Rochester, Minnesota to Chicago?

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 14, 2025.
Peruse reviews from past customers who have flown with 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.
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Crew

8.0

Comfort

7.2

Boarding

7.5

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Entertainment

6.9

Crew

8.0

Comfort

7.2

Boarding

7.5

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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.

  • What airport do you fly from for flights from Rochester to Chicago?

    For a flight from Rochester to Chicago, you will be flying from Rochester. Rochester (RST) is just 7.0 mi from the center of the city. Rochester is the only Rochester airport and it handles 6 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Rochester on a regular basis.

  • What are the cheapest airlines flying from Rochester, Minnesota to Chicago round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $229. Another option worth looking into is Delta, starting at $258 round trip. American Airlines is priced at 39% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from Rochester, Minnesota to Chicago?

    The top 3 most reliable airlines when flying from Rochester, Minnesota to Chicago are SkyWest Airlines (65%), American Airlines (65%) and Qatar Airways (59%).

  • What are the cheapest flights from Rochester, Minnesota to Chicago?

    Looking for the cheapest flight from Rochester, Minnesota to Chicago? While on average our users pay $377, our data indicates the cheapest price to be $157. The most popular route (Rochester - Chicago Midway), is priced around $328.

  • Can I find deals for flights from Rochester to Chicago that include hotel bookings?

    Yes. In addition to deals on Rochester to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rochester to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rochester to Chicago.

  • Can I find deals for business class flights from Rochester to Chicago?

    Yes. Cheapflights offers flight deals from Rochester to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Rochester, Minnesota to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $245). Flying from Rochester, Minnesota to Chicago in March is currently the most expensive (average of $321). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
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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 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$229Average$350FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$473FlexibilityNo cancel feeOn-timeN/A

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