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$87+ Cheap flights from Rochester, NY (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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — CHI
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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The best prices from Rochester Greater Rochester Intl to Chicago are usually found in July or January, booked 44 days in advance, depart on a Friday or Thursday and return on a Saturday

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 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(Delta)

One-way from

$87
(JetBlue)

Popular in

April

Cheapest in

July

Average price

$288

Good round-trip deal

$344 or less

Good one-way deal

$215 or less
Provider with most accurate pricing for Rochester Greater Rochester Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Rochester Greater Rochester Intl-Chicago (CHI) flights.
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From Rochester Greater Rochester Intl to Chicago (CHI)
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One-way flight from Rochester Greater Rochester Intl to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from Rochester Greater Rochester Intl to Chicago (CHI).
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Price to beat on a one-way flight from Rochester 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 30, 2025.

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.
Wed 3/265:53 pmROC - ORD
1 stop3h 51mDelta
Fri 3/286:45 amORD - ROC
1 stop3h 39mDelta
Deal found 1/30$209
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/181:50 pmROC - MDW
1 stop7h 00mSouthwest
Thu 3/207:15 amMDW - ROC
1 stop8h 40mSouthwest
Deal found 1/30$209
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/196:30 amROC - ORD
Nonstop2h 16mUnited Airlines
Thu 2/278:45 amORD - ROC
1 stop4h 21mUnited Airlines
Deal found 1/30$216
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.
Wed 2/126:00 amROC - MDW
1 stop5h 12mDelta
Tue 2/185:05 pmMDW - ROC
1 stop5h 54mDelta
Deal found 1/30$217
This JetBlue Airways 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1911:14 amROC - ORD
1 stop6h 31mJetBlue
Thu 2/205:40 pmORD - ROC
1 stop5h 19mJetBlue
Deal found 1/30$222
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.
Tue 2/1812:31 pmROC - ORD
1 stop4h 44mAmerican Airlines
Tue 2/188:45 pmORD - ROC
Nonstop1h 42mAmerican Airlines
Deal found 1/30$224
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/312:52 pmROC - ORD
2 stops12h 06mSpirit Airlines
Mon 3/1010:25 amORD - ROC
3 stops25h 56mSpirit Airlines
Deal found 1/30$225
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/252:23 pmROC - ORD
2 stops20h 01mMultiple Airlines
Tue 4/296:45 amORD - ROC
3 stops32h 00mMultiple Airlines
Deal found 1/29$327
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/71:15 pmROC - ORD
2 stops10h 05mSouthwest
Sun 2/94:35 pmORD - ROC
1 stop4h 35mSouthwest
Deal found 1/30$374

Find flights from Rochester to Chicago within your budget

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 30, 2025.

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Any airport

Fly to

Any airport

Route

Depart

Return

Price

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 3/26

5:53 pm-8:44 pm

1 stop3h 51m

Chicago O'Hare Intl

Fri 3/28

6:45 am-11:24 am

1 stop3h 39m

$209

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Tue 3/18

1:50 pm-7:50 pm

1 stop7h 00m

Chicago Midway

Thu 3/20

7:15 am-4:55 pm

1 stop8h 40m

$209

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 2/19

6:30 am-7:46 am

Nonstop2h 16m

Chicago O'Hare Intl

Thu 2/27

8:45 am-2:06 pm

1 stop4h 21m

$216

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 2/12

6:00 am-10:12 am

1 stop5h 12m

Chicago Midway

Tue 2/18

5:05 pm-11:59 pm

1 stop5h 54m

$217

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 2/19

11:14 am-4:45 pm

1 stop6h 31m

Chicago O'Hare Intl

Thu 2/20

5:40 pm-11:59 pm

1 stop5h 19m

$222

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 2/18

12:31 pm-4:15 pm

1 stop4h 44m

Chicago O'Hare Intl

Tue 2/18

8:45 pm-11:27 pm

Nonstop1h 42m

$224

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Mon 3/3

12:52 pm-11:58 pm

2 stops12h 06m

Chicago O'Hare Intl

Mon 3/10

10:25 am-1:21 pm

3 stops25h 56m

$225

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 4/25

2:23 pm-9:24 am

2 stops20h 01m

Chicago O'Hare Intl

Tue 4/29

6:45 am-3:45 pm

3 stops32h 00m

$327

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Mon 3/17

5:40 pm-9:30 pm

1 stop4h 50m

Chicago O'Hare Intl

Thu 3/20

7:00 am-4:55 pm

2 stops8h 55m

$400

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 2/25

6:00 am-10:59 am

1 stop5h 59m

$87

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 19 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 Accuracy1 starTrust 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, New York-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rochester, New York-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rochester, New York-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rochester, New York-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, New York-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.

Travel insights for flights from Rochester to Chicago

Get recent, data-driven insights about flights from Rochester to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Rochester, New York 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 24, 2025.

The price you pay for your flight from Rochester, New York to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Rochester, New York to Chicago (average of $245). Flying from Rochester, New York to Chicago in March is currently the most expensive (average of $325). 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 30, 2025.

It’s typically best to fly out from Rochester, New York to Chicago in the afternoon. Doing so could potentially save you 13% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Rochester, New York to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Rochester to Chicago. Price data was last updated on January 26, 2025.

Travelers seeking maximum savings on their Rochester, New York to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Rochester, New York 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 30, 2025.

The most flights from ROC to CHI are scheduled on a Monday (19 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (14 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 30, 2025.
Read through reviews of airlines operating flights from Rochester to Chicago, such as Southwest, Delta and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,153 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,906 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    Rochester 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 Rochester Greater Rochester Intl to Chicago should not be difficult; the airport handles an average of 17 outbound flights to Chicago per day.

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

    Our cheapest airline available from Rochester, New York to Chicago is Delta. Our recent data shows that you can find tickets from as low as $209 on this airline. Additional options worth looking into are Southwest and United Airlines, starting at $209 and $216 round-trip. You may be able to fly from Rochester, New York to Chicago for 35% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Rochester, New York to Chicago one-way?

    The cheapest airlines for a one-way flight from Rochester, New York to Chicago are JetBlue ($87), Spirit Airlines ($91), and United Airlines ($99).

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

    The top 3 most reliable airlines when flying from Rochester, New York to Chicago are Republic Airways (93%), American Airlines (88%) and Japan Airlines (83%).

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

    The cheapest flight price from Rochester, New York to Chicago is $152. On average you can expect to pay $774. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $173.

  • 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, New York to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Rochester, New York to Chicago (average of $245). Flying from Rochester, New York to Chicago in March is currently the most expensive (average of $325). 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 Rochester?

Book flights to Rochester if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$187Average$317FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$208Average$337FlexibilityNo cancel feeOn-time71%
DeltaCheapest$230Average$397FlexibilityNo cancel feeOn-timeN/A
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