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$86+ Cheap flights from Rochester (ROC) 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — CHI
Feb 6 — Feb 131
Fri 2/6
Fri 2/13
1 adult, Economy
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Cheapflights Tip: The best prices from Greater Rochester Intl to Chicago are usually found in March or May, booked 68 days in advance, depart on a Thursday or Wednesday and return on a Wednesday

Cheap flight deals from Rochester to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Rochester (ROC) 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 January 7, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$175
(Kiwi.com)

One-way from

$86
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$399

Good round-trip deal

$279 or less

Good one-way deal

$179 or less
Provider with most accurate pricing for Greater Rochester Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Greater Rochester Intl-Chicago (CHI) flights.
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From Greater Rochester Intl to Chicago (CHI)
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One-way flight from Greater Rochester Intl to Chicago (CHI)
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Highest demand for flights based on searches. 14% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Greater Rochester Intl to Chicago (CHI).
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Price to beat on a one-way flight from Greater Rochester Intl 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 January 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:20 pmROC - ORD
2 stops23h 20mMultiple Airlines
Wed 2/115:32 pmORD - ROC
1 stop22h 46mMultiple Airlines
Deal found 1/5$175
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:20 pmROC - ORD
1 stop6h 17mMultiple Airlines
Thu 3/1212:34 pmORD - ROC
1 stop28h 06mMultiple Airlines
Deal found 1/6$190
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/53:08 pmROC - ORD
2 stops9h 08mMultiple Airlines
Sun 2/87:00 amORD - ROC
1 stop11h 01mMultiple Airlines
Deal found 1/7$205
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/26:50 pmROC - ORD
2 stops27h 54mMultiple Airlines
Sat 2/77:21 pmORD - ROC
1 stop22h 40mMultiple Airlines
Deal found 1/5$207
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/306:50 pmROC - ORD
2 stops22h 50mMultiple Airlines
Wed 2/44:38 pmORD - ROC
1 stop25h 23mMultiple Airlines
Deal found 1/5$212
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/297:41 pmROC - ORD
1 stop15h 02mMultiple Airlines
Wed 2/44:38 pmORD - ROC
1 stop25h 23mMultiple Airlines
Deal found 1/5$214
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/26:50 pmROC - ORD
2 stops27h 54mMultiple Airlines
Sun 2/87:00 amORD - ROC
1 stop11h 01mMultiple Airlines
Deal found 1/5$216
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/306:50 pmROC - ORD
2 stops22h 50mMultiple Airlines
Sat 2/77:21 pmORD - ROC
1 stop22h 40mMultiple Airlines
Deal found 1/5$217
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/297:41 pmROC - ORD
1 stop15h 02mMultiple Airlines
Sat 2/77:21 pmORD - ROC
1 stop22h 40mMultiple Airlines
Deal found 1/5$219
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/306:50 pmROC - ORD
2 stops22h 50mMultiple Airlines
Sun 2/87:00 amORD - ROC
1 stop11h 01mMultiple Airlines
Deal found 1/5$226
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/284:32 pmROC - ORD
1 stop25h 26mMultiple Airlines
Wed 2/44:38 pmORD - ROC
1 stop25h 23mMultiple Airlines
Deal found 1/5$227
This Delta deal was found by Cheapflights users on 1/5. 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.
Tue 1/205:21 amROC - MDW
2 stops18h 01mDelta
Wed 1/286:00 amMDW - ROC
2 stops16h 56mDelta
Deal found 1/5$276

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 January 7, 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

ROC - ORD

ROCORD

Greater Rochester Intl

Fri 2/6

6:20 pm-4:40 pm

2 stops23h 20m

Chicago O'Hare Intl

Wed 2/11

5:32 pm-5:18 pm

1 stop22h 46m

$175

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Tue 2/24

11:59 am-9:57 pm

1 stop10h 58m

Chicago O'Hare Intl

Mon 3/2

10:36 am-11:55 pm

1 stop12h 19m

$243

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sun 2/1

2:05 pm-9:12 am

2 stops44h 07m

Chicago O'Hare Intl

Sun 2/8

7:00 am-7:01 pm

1 stop11h 01m

$248

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Thu 1/22

5:21 am-1:14 pm

1 stop8h 53m

Chicago O'Hare Intl

Thu 1/29

10:29 am-11:56 pm

1 stop12h 27m

$252

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Thu 1/22

5:21 am-5:45 pm

1 stop13h 24m

Chicago O'Hare Intl

Tue 1/27

7:00 am-11:56 pm

1 stop15h 56m

$252

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Thu 1/22

5:21 am-5:45 pm

1 stop13h 24m

Chicago O'Hare Intl

Wed 1/28

7:00 am-11:56 pm

1 stop15h 56m

$252

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Tue 1/20

5:21 am-5:45 pm

1 stop13h 24m

Chicago O'Hare Intl

Thu 1/29

10:29 am-11:56 pm

1 stop12h 27m

$252

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Wed 1/21

5:21 am-9:35 pm

1 stop17h 14m

Chicago O'Hare Intl

Tue 1/27

1:57 pm-11:56 pm

1 stop8h 59m

$252

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sun 2/1

7:41 pm-9:43 am

1 stop15h 02m

Chicago O'Hare Intl

Wed 2/4

8:37 pm-1:25 pm

2 stops15h 48m

$255

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Wed 2/25

11:59 am-9:57 pm

1 stop10h 58m

Chicago O'Hare Intl

Sun 3/1

7:10 am-10:56 pm

1 stop14h 46m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 41 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Rochester-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Rochester-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rochester-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-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

How far ahead should I book a flight from Rochester to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Rochester to Chicago. Price data was last updated on January 2, 2026.

To ensure you get the cheapest price possible for a flight from Rochester to Chicago, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, July is the cheapest month in which you can book a flight from Rochester to Chicago (average of $77). Flying from Rochester to Chicago in January is currently the most expensive (average of $217). 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 ROC 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 January 7, 2026.

It’s typically best to fly out from Rochester to Chicago in the afternoon. Doing so could potentially save you 19% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Rochester 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 January 7, 2026.

The most flights from ROC to CHI are scheduled on a Wednesday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 January 7, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from Rochester to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,025 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,139 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,095 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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?

    Greater Rochester Intl (ROC), located 3.8 mi from the city center, is the airport you fly out of when you book flights from Rochester to Chicago. 3 airlines have flights from Greater Rochester Intl to Chicago on a regular basis. Booking flights from Greater Rochester Intl to Chicago should not be difficult; the airport handles an average of 14 outbound flights to Chicago per day.

  • How long is the flight from Rochester to Chicago?

    Delta can get you from Rochester to Chicago in just under 10h 58m. Your travel time can differ by up to . Rochester and Chicago are separated by a distance of 526 mi.

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

    Currently priced at $197, American Airlines will fly you from Rochester to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Southwest - these airlines can fly you to your destination from $240 and $303, respectively. American Airlines is priced at 46% lower than the current average price of a flight leaving 3 months from now.

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

    The top 3 most reliable airlines when flying from Rochester to Chicago are SkyWest Airlines (100%), Qatar Airways (75%) and British Airways (70%).

  • What are the cheapest flights from Rochester to Chicago?

    The cheapest flight price from Rochester to Chicago is $115. On average you can expect to pay $884. The most popular route, (Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $229.

  • 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 to Chicago?

    Currently, July is the cheapest month in which you can book a flight from Rochester to Chicago (average of $77). Flying from Rochester to Chicago in January is currently the most expensive (average of $217). 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Rochester to Chicago

Discover the top 3 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 January 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$388FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$240Average$355FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$303Average$393FlexibilityNo cancel feeOn-time63%

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