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$173+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:18 amRST - ORD
Nonstop1h 41mAmerican Airlines
Wed 12/319:08 amORD - RST
Nonstop1h 28mAmerican Airlines
Deal found 11/3$309
This Delta deal was found by Cheapflights users on 11/3. 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.
Sat 12/2712:46 pmRST - MDW
1 stop4h 33mDelta
Wed 12/3111:48 amMDW - RST
1 stop6h 08mDelta
Deal found 11/3$328
This American Airlines deal was found by Cheapflights users on 11/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:22 amRST - ORD
Nonstop1h 44mAmerican Airlines
Sat 12/610:45 amORD - RST
Nonstop1h 26mAmerican Airlines
Deal found 11/4$329
This Delta deal was found by Cheapflights users on 11/3. 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.
Sat 12/2712:46 pmRST - ORD
1 stop5h 38mDelta
Wed 12/314:01 pmORD - RST
1 stop4h 47mDelta
Deal found 11/3$348
This Delta deal was found by Cheapflights users on 11/3. 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 12/511:40 amRST - MDW
1 stop6h 38mDelta
Wed 12/109:59 amMDW - RST
1 stop5h 29mDelta
Deal found 11/3$348
This American Airlines deal was found by Cheapflights users on 11/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:41 pmRST - ORD
Nonstop1h 33mAmerican Airlines
Sun 12/74:43 pmORD - RST
Nonstop1h 26mAmerican Airlines
Deal found 11/3$349
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/312:41 pmRST - ORD
Nonstop1h 33mAmerican Airlines
Wed 12/1010:45 amORD - RST
Nonstop1h 26mAmerican Airlines
Deal found 11/5$354
This Delta deal was found by Cheapflights users on 11/3. 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.
Thu 12/44:20 pmRST - ORD
1 stop3h 35mDelta
Sun 12/76:00 amORD - RST
1 stop5h 00mDelta
Deal found 11/3$368
This Delta deal was found by Cheapflights users on 11/4. 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 12/1211:40 amRST - MDW
1 stop6h 38mDelta
Sun 12/149:59 amMDW - RST
1 stop5h 29mDelta
Deal found 11/4$368
This Delta deal was found by Cheapflights users on 11/5. 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 12/311:40 amRST - ORD
1 stop3h 19mDelta
Sat 12/66:00 amORD - RST
1 stop5h 00mDelta
Deal found 11/5$373
This Delta deal was found by Cheapflights users on 11/4. 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 12/117:00 amRST - ORD
2 stops6h 50mDelta
Mon 12/156:00 amORD - RST
1 stop5h 00mDelta
Deal found 11/4$374
This Delta deal was found by Cheapflights users on 11/4. 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 12/44:20 pmRST - ORD
1 stop3h 35mDelta
Sat 12/66:00 amORD - RST
1 stop5h 00mDelta
Deal found 11/4$378

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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$309
(American Airlines)

One-way from

$173
(Delta)

Popular in

October

Cheapest in

November

Average price

$324

Good round-trip deal

$360 or less

Good one-way deal

$311 or less
Provider with most accurate pricing for Rochester-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Rochester-Chicago (CHI) flights.
Search Deals
From Rochester to Chicago (CHI)
Search Deals
One-way flight from Rochester to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($75 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Rochester to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Rochester to Chicago (CHI).
Search Deals

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 November 6, 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 4/25

11:15 am-2:58 pm

1 stop3h 43m

Chicago O'Hare Intl

Wed 4/29

6:00 am-10:46 am

1 stop4h 46m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 4/22

11:15 am-2:58 pm

1 stop3h 43m

Chicago O'Hare Intl

Sat 4/25

6:00 am-10:46 am

1 stop4h 46m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 4/21

4:30 pm-9:52 pm

1 stop5h 22m

Chicago O'Hare Intl

Tue 4/28

6:00 am-10:46 am

1 stop4h 46m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 4/21

4:30 pm-9:52 pm

1 stop5h 22m

Chicago O'Hare Intl

Wed 4/29

6:00 am-10:46 am

1 stop4h 46m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 4/25

4:30 pm-9:52 pm

1 stop5h 22m

Chicago O'Hare Intl

Tue 4/28

6:00 am-10:46 am

1 stop4h 46m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 4/22

4:30 pm-7:43 pm

1 stop3h 13m

Chicago O'Hare Intl

Wed 4/29

5:20 pm-10:38 pm

1 stop5h 18m

$328

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 12/27

12:46 pm-5:19 pm

1 stop4h 33m

Chicago Midway

Wed 12/31

11:48 am-5:56 pm

1 stop6h 08m

$328

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 3/10

7:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Tue 3/17

6:45 pm-11:41 pm

1 stop4h 56m

$328

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 4/25

7:00 am-1:07 pm

1 stop6h 07m

Chicago Midway

Tue 4/28

6:45 pm-10:38 pm

1 stop3h 53m

$328

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 3/10

7:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Sat 3/21

6:45 pm-11:41 pm

1 stop4h 56m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 31 results
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Rochester, Minnesota-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $55). Flying from Rochester, Minnesota to Chicago in January is currently the most expensive (average of $118). 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 November 6, 2025.

A simple way to save on the total cost of your ticket is to fly from Rochester, Minnesota to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 62% 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 November 6, 2025.

The most flights from RST to CHI are scheduled on a Monday (8 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 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 November 6, 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
11,042 reviews

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,042 reviews
American Airlines
7.2
Good
11,042 reviews

Food

6.4

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Crew

8.0

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

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 7 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?

    Delta can get you from Rochester, Minnesota to Chicago in just under 3h 43m. Your travel time can differ by up to . There are 268 mi between Rochester, Minnesota and Chicago.

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

    Flying on Delta is currently your cheapest option to Chicago, with prices starting at $258. Another option worth looking into is American Airlines, starting at $279 round trip. Delta is priced at 36% 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 Qatar Airways (87%), SkyWest Airlines (69%) and British Airways (65%).

  • 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 $395, our data indicates the cheapest price to be $172. 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, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $55). Flying from Rochester, Minnesota to Chicago in January is currently the most expensive (average of $118). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Rochester to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$473FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$279Average$357FlexibilityNo cancel feeOn-time71%

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