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$102+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — CHI
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Rochester Greater Rochester Intl to Chicago are usually found in January or March, booked 78 days in advance, depart on a Thursday or Friday 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 junio 12, 2025.

Round-trip from

$254
(FlightHub)

One-way from

$102
(JetBlue)

Popular in

August

Cheapest in

January

Average price

$296

Good round-trip deal

$322 or less

Good one-way deal

$159 or less
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, 0% 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 June 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 junio 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/186:32 pmROC - ORD
1 stop20h 43mSpirit Airlines
lun. 9/227:15 amORD - ROC
1 stop9h 22mSpirit Airlines
Deal found 6/12$254
This JetBlue deal was found by Cheapflights users on 6/10. 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.
jue. 12/117:30 amROC - ORD
1 stop8h 38mJetBlue
dom. 1/112:20 pmORD - ROC
1 stop8h 55mJetBlue
Deal found 6/10$260
This United Airlines deal was found by Cheapflights users on 6/10. 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.
sáb. 7/126:24 amROC - ORD
Nonstop2h 10mUnited Airlines
mar. 7/2210:45 amORD - ROC
Nonstop1h 55mUnited Airlines
Deal found 6/10$277
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/196:50 pmROC - ORD
Nonstop2h 00mAmerican Airlines
dom. 7/278:07 amORD - ROC
Nonstop1h 44mAmerican Airlines
Deal found 6/12$281
This Southwest deal was found by Cheapflights users on 6/9. 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.
sáb. 8/237:45 amROC - MDW
Nonstop1h 50mSouthwest
sáb. 8/304:45 pmMDW - ROC
Nonstop1h 35mSouthwest
Deal found 6/9$285
This Delta deal was found by Cheapflights users on 6/11. 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.
mié. 7/306:32 pmROC - ORD
1 stop6h 37mDelta
sáb. 8/211:01 amORD - ROC
1 stop4h 39mDelta
Deal found 6/11$297
This Delta deal was found by Cheapflights users on 6/10. 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.
mié. 7/96:00 amROC - MDW
1 stop6h 58mDelta
lun. 7/146:47 pmMDW - ROC
1 stop5h 12mDelta
Deal found 6/10$301
This Southwest deal was found by Cheapflights users on 6/12. 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.
sáb. 8/306:00 amROC - ORD
2 stops11h 25mSouthwest
mar. 9/21:50 pmORD - ROC
1 stop7h 15mSouthwest
Deal found 6/12$316
This Mytrip deal was found by Cheapflights users on 6/9. 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.
vie. 7/412:22 pmROC - ORD
2 stops29h 47mMultiple Airlines
lun. 7/77:39 pmORD - ROC
1 stop18h 30mMultiple Airlines
Deal found 6/9$396
This Mytrip deal was found by Cheapflights users on 6/11. 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.
jue. 6/264:14 pmROC - MDW
2 stops22h 49mMultiple Airlines
lun. 6/3010:34 amMDW - ROC
2 stops27h 35mMultiple Airlines
Deal found 6/11$407

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 junio 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

jue. 9/18

6:32 pm-2:15 pm

1 stop20h 43m

Chicago O'Hare Intl

lun. 9/22

7:15 am-5:37 pm

1 stop9h 22m

$254

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

sáb. 7/12

6:24 am-7:34 am

Nonstop2h 10m

Chicago O'Hare Intl

mar. 7/22

10:45 am-1:40 pm

Nonstop1h 55m

$277

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

sáb. 7/19

6:50 pm-7:50 pm

Nonstop2h 00m

Chicago O'Hare Intl

dom. 7/27

8:07 am-10:51 am

Nonstop1h 44m

$281

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

sáb. 8/23

7:45 am-8:35 am

Nonstop1h 50m

Chicago Midway

sáb. 8/30

4:45 pm-7:20 pm

Nonstop1h 35m

$285

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

mié. 7/30

6:32 pm-12:09 am

1 stop6h 37m

Chicago O'Hare Intl

sáb. 8/2

11:01 am-4:40 pm

1 stop4h 39m

$297

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

mié. 7/9

6:00 am-11:58 am

1 stop6h 58m

Chicago Midway

lun. 7/14

6:47 pm-12:59 am

1 stop5h 12m

$301

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

sáb. 8/30

6:00 am-4:25 pm

2 stops11h 25m

Chicago O'Hare Intl

mar. 9/2

1:50 pm-10:05 pm

1 stop7h 15m

$316

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

vie. 7/4

12:22 pm-5:09 pm

2 stops29h 47m

Chicago O'Hare Intl

lun. 7/7

7:39 pm-3:09 pm

1 stop18h 30m

$396

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

jue. 6/26

4:14 pm-2:03 pm

2 stops22h 49m

Chicago Midway

lun. 6/30

10:34 am-3:09 pm

2 stops27h 35m

$407

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

mar. 8/26

6:19 am-10:47 am

1 stop5h 28m

$102

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 19 results
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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 June 9, 2025.

To ensure you get the cheapest price possible for a flight from Rochester to Chicago, you should look to book at least 78 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, August is the cheapest month in which you can book a flight from Rochester to Chicago (average of $245). Flying from Rochester 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 junio 12, 2025.

It’s typically best to fly out from Rochester to Chicago in the evening. Doing so could potentially save you 23% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Rochester to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Rochester to Chicago. Price data was last updated on June 8, 2025.

Travelers seeking maximum savings on their Rochester 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 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 junio 12, 2025.

The most flights from ROC to CHI are scheduled on a Wednesday (28 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 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 junio 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
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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. 4 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 19 outbound flights to Chicago per day.

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

    Currently priced at $254, Spirit Airlines will fly you from Rochester to Chicago and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from $277 and $281, respectively. Spirit Airlines is priced at 19% lower than the current average price of a flight leaving 3 months from now.

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

    The cheapest airlines for a one-way flight from Rochester to Chicago are JetBlue ($102), Spirit Airlines ($110), and United Airlines ($139).

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

    The top 3 most reliable airlines when flying from Rochester to Chicago are Republic Airways (97%), Japan Airlines (90%) and ANA (86%).

  • What are the cheapest flights from Rochester to Chicago?

    The cheapest flight price from Rochester to Chicago is $125. On average you can expect to pay $900. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $193.

  • 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, August is the cheapest month in which you can book a flight from Rochester to Chicago (average of $245). Flying from Rochester 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
Lansing
Benton Harbor
Porter
Hammond
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 4 airlines flying from Rochester to Chicago

Discover the top 4 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$338FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$196Average$328FlexibilityNo cancel feeOn-time69%
DeltaCheapest$230Average$418FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$287Average$381FlexibilityNo cancel feeOn-time63%

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