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$70+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — CHI
May 17 — May 241
Sat 5/17
Sat 5/24
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Rochester Greater Rochester Intl to Chicago are usually found in July or January, booked 78 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 May 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$229
(JetBlue)

One-way from

$70
(Mytrip)

Popular in

August

Cheapest in

July

Average price

$320

Good round-trip deal

$342 or less

Good one-way deal

$138 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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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 12, 2025.

This JetBlue deal was found by Cheapflights users on 5/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:10 amROC - ORD
1 stop7h 30mJetBlue
Tue 10/284:05 pmORD - ROC
1 stop6h 45mJetBlue
Deal found 5/11$215
This Mytrip deal was found by Cheapflights users on 5/11. 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 5/309:50 amROC - ORD
1 stop7h 35mMultiple Airlines
Sun 6/14:35 pmORD - ROC
1 stop23h 52mMultiple Airlines
Deal found 5/11$237
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3111:43 amROC - ORD
1 stop12h 46mSpirit Airlines
Sun 6/17:47 amORD - ROC
1 stop8h 40mSpirit Airlines
Deal found 5/11$247
This American Airlines deal was found by Cheapflights users on 5/11. 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 7/3010:12 amROC - ORD
1 stop10h 18mAmerican Airlines
Sun 8/36:25 amORD - ROC
1 stop8h 43mAmerican Airlines
Deal found 5/11$258
This Southwest deal was found by Cheapflights users on 5/11. 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 6/107:15 amROC - MDW
Nonstop1h 50mSouthwest
Tue 6/177:30 pmMDW - ROC
Nonstop1h 35mSouthwest
Deal found 5/11$303
This Delta deal was found by Cheapflights users on 5/12. 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 7/412:25 pmROC - ORD
1 stop4h 53mDelta
Tue 7/86:24 pmORD - ROC
1 stop5h 27mDelta
Deal found 5/12$306
This Delta deal was found by Cheapflights users on 5/11. 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 6/116:00 amROC - MDW
1 stop6h 59mDelta
Tue 6/174:26 pmMDW - ROC
1 stop7h 28mDelta
Deal found 5/11$323
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/101:43 pmROC - ORD
Nonstop2h 08mUnited Airlines
Fri 6/132:10 pmORD - ROC
Nonstop1h 47mUnited Airlines
Deal found 5/11$328
This Southwest deal was found by Cheapflights users on 5/12. 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.
Sat 8/236:00 amROC - ORD
2 stops11h 25mSouthwest
Tue 8/261:50 pmORD - ROC
1 stop7h 15mSouthwest
Deal found 5/12$364

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 May 12, 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

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sun 5/25

7:08 am-3:04 pm

1 stop8h 56m

Chicago O'Hare Intl

Thu 5/29

4:03 pm-11:44 pm

1 stop6h 41m

$229

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 5/30

9:50 am-4:25 pm

1 stop7h 35m

Chicago O'Hare Intl

Sun 6/1

4:35 pm-5:27 pm

1 stop23h 52m

$237

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 5/31

11:43 am-11:29 pm

1 stop12h 46m

Chicago O'Hare Intl

Sun 6/1

7:47 am-5:27 pm

1 stop8h 40m

$247

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 7/30

10:12 am-7:30 pm

1 stop10h 18m

Chicago O'Hare Intl

Sun 8/3

6:25 am-4:08 pm

1 stop8h 43m

$258

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Tue 6/10

7:15 am-8:05 am

Nonstop1h 50m

Chicago Midway

Tue 6/17

7:30 pm-10:05 pm

Nonstop1h 35m

$303

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 7/4

12:25 pm-4:18 pm

1 stop4h 53m

Chicago O'Hare Intl

Tue 7/8

6:24 pm-12:51 am

1 stop5h 27m

$306

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 6/11

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Tue 6/17

4:26 pm-12:54 am

1 stop7h 28m

$323

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 6/10

1:43 pm-2:51 pm

Nonstop2h 08m

Chicago O'Hare Intl

Fri 6/13

2:10 pm-4:57 pm

Nonstop1h 47m

$328

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 7/4

6:05 am-4:45 pm

2 stops11h 40m

Chicago O'Hare Intl

Tue 7/8

1:50 pm-11:00 pm

1 stop8h 10m

$411

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Mon 6/2

9:50 am-4:25 pm

1 stop7h 35m

$70

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 18 results
1
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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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 Expedia the most. Expedia 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.

Cheapflights Insights

Everything you need to know about your flight from Rochester to Chicago

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 May 9, 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 78 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 $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 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 May 12, 2025.

It’s typically best to fly out from Rochester, New York to Chicago in the evening. Doing so could potentially save you 21% on the flight price compared to flying at noon, 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 May 11, 2025.

Travelers seeking maximum savings on their Rochester, New York to Chicago flight should consider departing on Friday evenings 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 May 12, 2025.

The most flights from ROC to CHI are scheduled on a Friday (27 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (21 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 May 12, 2025.
Read through reviews of airlines operating flights from Rochester to Chicago, such as Southwest, Delta and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,290 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,290 reviews
Southwest
8.0
Very good
4,290 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,290 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,724 reviews
Southwest
8.0
Very good
4,290 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,290 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,290 reviews

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 24 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 JetBlue. Our recent data shows that you can find tickets from as low as $229 on this airline. Additional options worth looking into are Spirit Airlines and American Airlines, starting at $247 and $258 round-trip. You may be able to fly from Rochester, New York to Chicago for 25% 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 Spirit Airlines ($93), JetBlue ($102), and American Airlines ($132).

  • 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 Emirates (100%), United Airlines (90%) and ANA (89%).

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

    The cheapest flight price from Rochester, New York to Chicago is $123. On average you can expect to pay $719. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $121.

  • 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 $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 Rochester?

Book flights to Rochester if you plan to visit one of these locations
Merrillville
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 May 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$196Average$322FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$200Average$334FlexibilityNo cancel feeOn-time71%
DeltaCheapest$230Average$397FlexibilityNo cancel feeOn-timeN/A

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