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$78+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — CHI
Mar 26 — Apr 21
Wed 3/26
Wed 4/2
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
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3. Compare prices and book
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Cheapflights Tip: The best prices from Rochester Greater Rochester Intl to Chicago are usually found in July or January, booked 76 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 March 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(American Airlines)

One-way from

$78
(Mytrip)

Popular in

August

Cheapest in

July

Average price

$280

Good round-trip deal

$330 or less

Good one-way deal

$164 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, 1% potential price rise
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 21, 2025.

This American Airlines deal was found by Cheapflights users on 3/20. 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.
Fri 5/26:19 pmROC - ORD
Nonstop2h 00mAmerican Airlines
Sun 5/411:46 amORD - ROC
Nonstop1h 42mAmerican Airlines
Deal found 3/20$209
This Delta deal was found by Cheapflights users on 3/20. 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 5/19:57 amROC - ORD
1 stop3h 42mDelta
Tue 5/66:45 amORD - ROC
1 stop3h 47mDelta
Deal found 3/20$217
This Delta deal was found by Cheapflights users on 3/20. 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 4/156:20 amROC - MDW
1 stop3h 20mDelta
Wed 4/166:04 amMDW - ROC
1 stop5h 02mDelta
Deal found 3/20$217
This United Airlines deal was found by Cheapflights users on 3/20. 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 5/26:45 amROC - ORD
Nonstop2h 05mUnited Airlines
Sun 5/45:55 pmORD - ROC
1 stop4h 49mUnited Airlines
Deal found 3/20$219
This Southwest deal was found by Cheapflights users on 3/21. 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 5/311:10 amROC - MDW
2 stops6h 40mSouthwest
Tue 5/66:20 amMDW - ROC
1 stop3h 45mSouthwest
Deal found 3/21$242
This JetBlue deal was found by Cheapflights users on 3/20. 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.
Mon 6/97:10 amROC - ORD
1 stop8h 54mJetBlue
Wed 6/116:20 amORD - ROC
1 stop4h 47mJetBlue
Deal found 3/20$243
This Mytrip deal was found by Cheapflights users on 3/19. 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.
Sat 4/264:25 pmROC - ORD
1 stop9h 33mSpirit Airlines
Mon 4/288:45 amORD - ROC
1 stop25h 56mSpirit Airlines
Deal found 3/19$247
This Mytrip deal was found by Cheapflights users on 3/20. 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 5/211:46 amROC - ORD
1 stop21h 18mMultiple Airlines
Sun 5/47:33 pmORD - ROC
2 stops23h 48mMultiple Airlines
Deal found 3/20$295
This Southwest deal was found by Cheapflights users on 3/20. 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.
Wed 4/236:30 amROC - ORD
2 stops7h 15mSouthwest
Sat 4/261:30 pmORD - ROC
1 stop8h 30mSouthwest
Deal found 3/20$334

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 March 21, 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

Fri 5/2

6:19 pm-7:19 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 5/4

11:46 am-2:28 pm

Nonstop1h 42m

$209

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Thu 5/1

9:57 am-12:39 pm

1 stop3h 42m

Chicago O'Hare Intl

Tue 5/6

6:45 am-11:32 am

1 stop3h 47m

$217

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Tue 4/15

6:20 am-8:40 am

1 stop3h 20m

Chicago Midway

Wed 4/16

6:04 am-12:06 pm

1 stop5h 02m

$217

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 5/2

6:45 am-7:50 am

Nonstop2h 05m

Chicago O'Hare Intl

Sun 5/4

5:55 pm-11:44 pm

1 stop4h 49m

$219

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Sat 5/3

11:10 am-4:50 pm

2 stops6h 40m

Chicago Midway

Tue 5/6

6:20 am-11:05 am

1 stop3h 45m

$242

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Mon 6/9

7:10 am-3:04 pm

1 stop8h 54m

Chicago O'Hare Intl

Wed 6/11

6:20 am-12:07 pm

1 stop4h 47m

$243

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 4/26

4:25 pm-12:58 am

1 stop9h 33m

Chicago O'Hare Intl

Mon 4/28

8:45 am-11:41 am

1 stop25h 56m

$247

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 5/2

11:46 am-8:04 am

1 stop21h 18m

Chicago O'Hare Intl

Sun 5/4

7:33 pm-8:21 pm

2 stops23h 48m

$295

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 4/23

6:30 am-12:45 pm

2 stops7h 15m

Chicago O'Hare Intl

Sat 4/26

1:30 pm-11:00 pm

1 stop8h 30m

$334

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 4/29

10:21 am-6:17 pm

2 stops8h 56m

$78

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 19 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 March.
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.

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 March 14, 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 76 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 $326). 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 March 21, 2025.

It’s typically best to fly out from Rochester, New York to Chicago in the evening. Doing so could potentially save you 18% 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 March 16, 2025.

Travelers seeking maximum savings on their Rochester, New York to Chicago flight should consider departing on Thursday 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 March 21, 2025.

The most flights from ROC to CHI are scheduled on a Wednesday (21 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (13 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 March 21, 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
8.1
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,278 reviews
Southwest
8.1
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,895 reviews
Southwest
8.1
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,605 reviews
Southwest
8.1
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,937 reviews
Southwest
8.1
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,278 reviews

Boarding

8.2

Food

7.1

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 18 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 American Airlines. Our recent data shows that you can find tickets from as low as $209 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $217 and $219 round-trip. You may be able to fly from Rochester, New York to Chicago for 31% 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 ($78), JetBlue ($97), and American 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 Air Wisconsin (100%), Republic Airways (90%) and Alaska Airlines (85%).

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

    The cheapest flight price from Rochester, New York to Chicago is $133. On average you can expect to pay $1,139. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $197.

  • 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 $326). 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 March 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$179Average$313FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$194Average$318FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$201Average$333FlexibilityNo cancel feeOn-time71%
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