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$202+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
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 September 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(American Airlines)

One-way from

$202
(Delta)

Popular in

June

Cheapest in

November

Average price

$456

Good round-trip deal

$361 or less

Good one-way deal

$254 or less
Provider with most accurate pricing for Rochester-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Rochester-Chicago (CHI) flights.
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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. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 29, 2025.

This American Airlines deal was found by Cheapflights users on 9/26. 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 12/66:39 pmRST - ORD
Nonstop1h 45mAmerican Airlines
Tue 12/910:45 amORD - RST
Nonstop1h 26mAmerican Airlines
Deal found 9/26$309
This Delta deal was found by Cheapflights users on 9/28. 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 10/3112:40 pmRST - ORD
1 stop8h 39mDelta
Sat 11/86:08 amORD - RST
1 stop4h 48mDelta
Deal found 9/28$312
This Delta deal was found by Cheapflights users on 9/28. 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 10/3112:40 pmRST - ORD
1 stop8h 39mDelta
Wed 11/57:10 amORD - RST
2 stops10h 23mDelta
Deal found 9/28$317
This Delta deal was found by Cheapflights users on 9/28. 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 10/2811:26 amRST - ORD
1 stop5h 24mDelta
Wed 11/55:40 pmORD - RST
1 stop5h 49mDelta
Deal found 9/28$328
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 10/306:00 amRST - ORD
Nonstop1h 29mAmerican Airlines
Wed 11/58:31 pmORD - RST
Nonstop1h 29mAmerican Airlines
Deal found 9/28$329
This Delta deal was found by Cheapflights users on 9/28. 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 10/317:00 amRST - ORD
1 stop14h 19mDelta
Thu 11/66:08 amORD - RST
1 stop4h 38mDelta
Deal found 9/28$332
This Delta deal was found by Cheapflights users on 9/28. 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 10/2911:26 amRST - ORD
1 stop5h 24mDelta
Tue 11/41:25 pmORD - RST
2 stops10h 04mDelta
Deal found 9/28$334
This Delta deal was found by Cheapflights users on 9/28. 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 10/2811:26 amRST - ORD
1 stop3h 29mDelta
Sun 11/25:08 amORD - RST
1 stop4h 38mDelta
Deal found 9/28$348
This Delta deal was found by Cheapflights users on 9/28. 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 12/2612:46 pmRST - MDW
1 stop4h 33mDelta
Tue 12/3011:48 amMDW - RST
1 stop6h 08mDelta
Deal found 9/28$348
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Fri 11/216:35 pmRST - ORD
Nonstop1h 49mAmerican Airlines
Sun 11/2310:33 pmORD - RST
Nonstop1h 26mAmerican Airlines
Deal found 9/28$349
This Delta deal was found by Cheapflights users on 9/28. 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 10/297:00 amRST - ORD
2 stops5h 40mDelta
Sat 11/86:08 amORD - RST
1 stop4h 48mDelta
Deal found 9/28$354
This Delta deal was found by Cheapflights users on 9/28. 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 10/297:00 amRST - ORD
2 stops5h 40mDelta
Wed 11/58:55 amORD - RST
2 stops8h 38mDelta
Deal found 9/28$359

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 September 29, 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

Sat 12/6

6:39 pm-8:24 pm

Nonstop1h 45m

Chicago O'Hare Intl

Tue 12/9

10:45 am-12:11 pm

Nonstop1h 26m

$309

RochesterChicago

RST - ORD

RSTORD

Rochester

Fri 10/31

12:40 pm-9:19 pm

1 stop8h 39m

Chicago O'Hare Intl

Wed 11/5

7:10 am-5:33 pm

2 stops10h 23m

$317

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 10/29

11:26 am-2:55 pm

1 stop3h 29m

Chicago O'Hare Intl

Wed 11/5

6:08 am-10:46 am

1 stop4h 38m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 10/28

11:26 am-4:50 pm

1 stop5h 24m

Chicago O'Hare Intl

Wed 11/5

5:40 pm-11:29 pm

1 stop5h 49m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 11/29

6:15 pm-9:36 pm

1 stop3h 21m

Chicago O'Hare Intl

Wed 12/3

6:00 am-11:00 am

1 stop5h 00m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 12/6

11:40 am-4:54 pm

1 stop5h 14m

Chicago O'Hare Intl

Tue 12/9

6:00 am-11:00 am

1 stop5h 00m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 12/9

11:40 am-2:59 pm

1 stop3h 19m

Chicago O'Hare Intl

Sat 12/13

5:42 pm-9:02 pm

1 stop3h 20m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Thu 1/8

5:59 am-7:30 am

Nonstop1h 31m

Chicago O'Hare Intl

Sat 1/10

12:20 pm-1:36 pm

Nonstop1h 16m

$329

RochesterChicago

RST - ORD

RSTORD

Rochester

Fri 10/31

7:00 am-9:19 pm

1 stop14h 19m

Chicago O'Hare Intl

Mon 11/3

6:08 am-10:46 am

1 stop4h 38m

$332

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 3/10

11:15 am-8:38 pm

2 stops9h 23m

Chicago O'Hare Intl

Wed 3/18

6:00 am-10:56 am

1 stop4h 56m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/28

Showing 1-10 of 26 results
1
2
3

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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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 September 29, 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 4% on your trip compared to booking a flight in the afternoon.

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 29, 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 (3 on average).

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 29, 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

Crew

8.0

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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 4 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Rochester on a regular basis.

  • How long is the flight from Rochester, Minnesota to Chicago?

    American Airlines and Delta can get you from Rochester, Minnesota to Chicago in just under 1h 45m. Your travel time can differ by up to 6h 54m. There are 268 mi between Rochester, Minnesota and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $221. Another option worth looking into is Delta, starting at $258 round trip. American Airlines is priced at 42% 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 Envoy Air (80%), Qatar Airways (77%) and American Airlines (68%).

  • 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 $408, our data indicates the cheapest price to be $173. The most popular route (Rochester - Chicago O'Hare Intl), 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
Chesterton

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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 September 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$221Average$340FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$473FlexibilityNo cancel feeOn-timeN/A

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