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$198+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Mar 3 — Mar 101
Tue 3/3
Tue 3/10
1 adult, Economy
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Cheap 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 February 1, 2026.

This United Airlines deal was found by Cheapflights users on 1/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/23:16 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
Sun 6/78:04 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 1/29$273
This Delta deal was found by Cheapflights users on 1/29. 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 4/1411:32 am
RST
-
ORD
1 stop6h 41m
Delta
Tue 4/218:50 am
ORD
-
RST
1 stop13h 53m
Delta
Deal found 1/29$275
This Delta deal was found by Cheapflights users on 1/29. 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 4/1411:32 am
RST
-
MDW
1 stop7h 04m
Delta
Tue 4/219:31 am
MDW
-
RST
1 stop13h 12m
Delta
Deal found 1/29$275
This United Airlines deal was found by Cheapflights users on 1/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/228:20 am
RST
-
ORD
Nonstop1h 30m
United Airlines
Sun 5/249:00 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 1/31$277
This United Airlines deal was found by Cheapflights users on 1/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:20 am
RST
-
ORD
Nonstop1h 30m
United Airlines
Mon 6/89:00 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 1/29$286
This United Airlines deal was found by Cheapflights users on 1/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/211:07 am
RST
-
ORD
Nonstop1h 30m
United Airlines
Tue 6/98:04 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 1/29$298
This Delta deal was found by Cheapflights users on 1/30. 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 5/184:30 pm
RST
-
ORD
1 stop22h 28m
Delta
Sat 5/235:20 pm
ORD
-
RST
1 stop6h 08m
Delta
Deal found 1/30$301
This Delta deal was found by Cheapflights users on 1/30. 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 5/1811:15 am
RST
-
MDW
1 stop21h 23m
Delta
Tue 5/266:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 1/30$301
This Delta deal was found by Cheapflights users on 1/29. 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 4/1411:32 am
RST
-
ORD
1 stop6h 41m
Delta
Wed 4/228:52 am
ORD
-
RST
2 stops7h 13m
Delta
Deal found 1/29$306
This Delta deal was found by Cheapflights users on 1/29. 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 4/186:00 am
RST
-
MDW
2 stops6h 43m
Delta
Tue 4/219:31 am
MDW
-
RST
1 stop6h 34m
Delta
Deal found 1/29$306
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 4/15:53 am
RST
-
ORD
Nonstop1h 27m
American Airlines
Sat 4/42:48 pm
ORD
-
RST
Nonstop1h 21m
American Airlines
Deal found 1/30$307
This United Airlines deal was found by Cheapflights users on 1/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:20 am
RST
-
ORD
Nonstop1h 30m
United Airlines
Mon 6/88:04 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 1/29$308

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 February 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$273
(United Airlines)

One-way from

$198
(Delta)

Popular in

October

Cheapest in

April

Average price

$409

Good round-trip deal

$346 or less

Good one-way deal

$253 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. 9% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 1, 2026.
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

Tue 6/2

11:07 am-12:37 pm

Nonstop1h 30m

Chicago O'Hare Intl

Wed 6/10

9:00 am-10:32 am

Nonstop1h 32m

$273

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 6/2

3:16 pm-4:46 pm

Nonstop1h 30m

Chicago O'Hare Intl

Sun 6/7

8:04 pm-9:36 pm

Nonstop1h 32m

$273

RochesterChicago

RST - ORD

RSTORD

Rochester

Mon 3/30

4:46 pm-11:35 am

1 stop18h 49m

Chicago O'Hare Intl

Tue 4/7

7:00 pm-10:50 am

1 stop15h 50m

$275

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 3/30

4:46 pm-1:25 pm

1 stop20h 39m

Chicago Midway

Tue 4/7

7:20 pm-4:05 pm

1 stop20h 45m

$275

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 5/23

3:16 pm-4:46 pm

Nonstop1h 30m

Chicago O'Hare Intl

Tue 5/26

8:04 pm-9:36 pm

Nonstop1h 32m

$298

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 4/1

11:30 am-9:26 pm

1 stop9h 56m

Chicago O'Hare Intl

Sat 4/4

6:15 am-10:50 am

1 stop4h 35m

$301

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 3/31

11:30 am-7:49 pm

1 stop8h 19m

Chicago O'Hare Intl

Sat 4/4

6:15 am-10:50 am

1 stop4h 35m

$301

RochesterChicago

RST - ORD

RSTORD

Rochester

Mon 3/30

4:46 pm-11:35 am

1 stop18h 49m

Chicago O'Hare Intl

Sat 4/4

6:15 am-10:50 am

1 stop4h 35m

$301

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 4/18

6:00 am-12:49 pm

2 stops6h 49m

Chicago O'Hare Intl

Wed 4/22

8:50 am-4:05 pm

1 stop7h 15m

$306

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 4/18

11:32 am-8:40 pm

2 stops9h 08m

Chicago O'Hare Intl

Tue 4/21

8:50 am-4:05 pm

1 stop7h 15m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 34 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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, December is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $54). Flying from Rochester, Minnesota to Chicago in July is currently the most expensive (average of $115). 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 February 1, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Rochester, Minnesota to Chicago as you normally would.

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 February 1, 2026.

The most flights from RST to CHI are scheduled on a Friday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 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 February 1, 2026.
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
11,211 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,211 reviews
American Airlines
7.2
Good
11,211 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Food

6.4

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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. 1 airline has flights to Chicago from Rochester on a regular basis.

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

    United Airlines and Delta can get you from Rochester, Minnesota to Chicago in just under 1h 30m. Your travel time can differ by up to 17h 19m. 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 is the cheapest airline to fly from Rochester, Minnesota to Chicago round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $324. American Airlines is priced at 18% 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 (67%), American Airlines (62%) and Qatar Airways (61%).

  • 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 $436, our data indicates the cheapest price to be $183. The most popular route (Rochester - Chicago O'Hare Intl), is priced around $238.

  • 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, December is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $54). Flying from Rochester, Minnesota to Chicago in July is currently the most expensive (average of $115). 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
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Rochester to Chicago

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Top airline flying from Rochester to Chicago

Discover the top airline 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 February 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$324Average$381FlexibilityNo cancel feeOn-time71%

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