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 Spirit Airlines. Our recent data shows that you can find tickets from as low as $224 on this airline. Additional options worth looking into are JetBlue and American Airlines, starting at $243 and $256 round-trip. You may be able to fly from Rochester, New York to Chicago for 26% 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 ($77), JetBlue ($101), and United Airlines ($135).

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 $791. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $198.

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 (91%), ANA (89%) and Japan Airlines (87%).

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

It’s generally more expensive to depart on a Wednesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Rochester, New York to Chicago?

Travelers have found it’s best to book a flight 40 days in advance to save up to 62% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 40 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Rochester, New York to Chicago 1-2 weeks in advance for as low as $279, or $436 for flights within the next 24 hours.

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

The best pricing can be found in the month of July. Prices to Chicago from Rochester, New York average $306. You can even find prices in July for less than $306, as users have found deals to Chicago from as low as $189. The month of August appears to be one of the more expensive times to travel to Chicago from Rochester, New York. Flying in the targeted month can save you up to 10%.

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 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, New York-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 13 outbound flights to Chicago per day.

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.

$77+ Flights from Rochester, NY to Chicago

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Find cheap flights from Rochester to Chicago with Cheapflights

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

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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 Thursday or Friday and return on a Saturday

Cheap flight deals from Rochester to Chicago

Most accurate provider	FlightHub 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$224 (FlightHub)
One-way from	$77 (FlightHub)
Popular in	August
Cheapest in	July
Average price	$303
Good round-trip deal	$290 or less
Good one-way deal	$163 or less

Provider with most accurate pricing for Rochester Greater Rochester Intl-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Rochester Greater Rochester Intl-Chicago (CHI) flights.

Search Deals

From Rochester Greater Rochester Intl to Chicago (CHI)

Search Deals

One-way flight from Rochester Greater Rochester Intl to Chicago (CHI)

Search Deals

High demand for flights, 1% potential price rise

Search Deals

Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).

Search Deals

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 1, 2025.

Fri 5/236:32 pmROC - ORD

1 stop26h 31mSpirit Airlines

Mon 5/267:47 amORD - ROC

1 stop8h 40mSpirit Airlines

Deal found 4/30

$227

Mon 6/29:50 amROC - ORD

2 stops24h 00mMultiple Airlines

Fri 6/65:20 pmORD - ROC

2 stops16h 23mMultiple Airlines

Deal found 4/30

$234

Wed 9/246:10 amROC - ORD

1 stop7h 30mJetBlue

Fri 9/266:00 amORD - ROC

1 stop4h 50mJetBlue

Deal found 4/30

$243

Tue 6/106:25 amROC - ORD

Nonstop2h 05mAmerican Airlines

Sat 6/148:40 pmORD - ROC

1 stop12h 15mAmerican Airlines

Deal found 4/30

$256

Tue 6/107:15 amROC - MDW

Nonstop1h 50mSouthwest

Sat 6/142:00 pmMDW - ROC

Nonstop1h 35mSouthwest

Deal found 4/30

$286

Tue 7/1512:00 pmROC - ORD

1 stop6h 59mDelta

Tue 7/2211:00 amORD - ROC

1 stop4h 40mDelta

Deal found 4/29

$289

Wed 6/256:00 amROC - MDW

1 stop6h 59mDelta

Tue 7/16:20 pmMDW - ROC

1 stop3h 28mDelta

Deal found 4/29

$289

Fri 5/236:30 amROC - ORD

Nonstop2h 10mUnited Airlines

Mon 5/267:15 amORD - ROC

Nonstop2h 00mUnited Airlines

Deal found 4/30

$328

Thu 5/226:00 amROC - ORD

2 stops7h 45mSouthwest

Wed 5/286:00 amORD - ROC

1 stop6h 05mSouthwest

Deal found 4/30

$398

Best flights from Rochester to Chicago
Discover carefully curated flight deals from Rochester to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 1, 2025.

Fri 5/304:19 pmROC - ORD

1 stop8h 46mSpirit Airlines

Mon 6/25:05 amORD - ROC

1 stop9h 09mSpirit Airlines

Deal found 5/1

$224

Mon 6/29:50 amROC - ORD

2 stops24h 00mMultiple Airlines

Fri 6/65:20 pmORD - ROC

2 stops16h 23mMultiple Airlines

Deal found 4/30

$234

Wed 9/2412:40 pmROC - ORD

1 stop9h 14mJetBlue

Fri 9/266:00 amORD - ROC

1 stop4h 50mJetBlue

Deal found 5/1

$243

Tue 6/106:25 amROC - ORD

Nonstop2h 05mAmerican Airlines

Sat 6/148:40 pmORD - ROC

1 stop12h 15mAmerican Airlines

Deal found 4/30

$256

Tue 6/107:15 amROC - MDW

Nonstop1h 50mSouthwest

Sat 6/142:00 pmMDW - ROC

Nonstop1h 35mSouthwest

Deal found 4/30

$286

Tue 7/1512:00 pmROC - ORD

1 stop6h 59mDelta

Tue 7/2211:00 amORD - ROC

1 stop4h 40mDelta

Deal found 4/29

$289

Sat 5/3111:00 amROC - ORD

Nonstop2h 00mUnited Airlines

Sat 5/316:32 pmORD - ROC

Nonstop1h 51mUnited Airlines

Deal found 4/30

$303

Wed 6/256:00 amROC - MDW

1 stop6h 59mDelta

Tue 7/16:20 pmMDW - ROC

1 stop3h 28mDelta

Deal found 4/29

$289

Thu 5/226:00 amROC - ORD

2 stops7h 45mSouthwest

Wed 5/286:00 amORD - ROC

1 stop6h 05mSouthwest

Deal found 4/30

$398

Last-minute flights from Rochester to Chicago
Discover last-minute flight deals from Rochester to Chicago. Data last updated May 1, 2025 and is based on user searches.

Wed 5/76:00 amROC - MDW

1 stop4h 40mDelta

Mon 5/126:25 pmMDW - ROC

1 stop3h 22mDelta

Deal found 4/29

$496

Wed 5/712:10 pmROC - ORD

2 stops7h 27mDelta

Fri 5/91:45 pmORD - ROC

2 stops9h 48mDelta

Deal found 4/29

$1,570

Fri 5/97:08 amROC - ORD

1 stop8h 56mJetBlue

Tue 5/274:03 pmORD - ROC

1 stop6h 41mJetBlue

Deal found 4/29

$293

Fri 5/97:45 amROC - ORD

Nonstop1h 59mAmerican Airlines

Tue 5/278:03 amORD - ROC

Nonstop1h 43mAmerican Airlines

Deal found 4/29

$381

Fri 5/97:49 pmROC - ORD

2 stops17h 06mUnited Airlines

Sat 5/103:40 pmORD - ROC

1 stop7h 19mUnited Airlines

Deal found 4/30

$474

Sat 5/1012:20 pmROC - MDW

1 stop9h 15mSouthwest

Fri 5/165:50 amMDW - ROC

1 stop7h 05mSouthwest

Deal found 4/29

$458

Sat 5/106:00 amROC - ORD

2 stops11h 45mSouthwest

Wed 5/146:00 amORD - ROC

1 stop6h 05mSouthwest

Deal found 4/30

$463

Tue 5/137:08 amROC - ORD

1 stop8h 56mJetBlue

Wed 5/146:15 amORD - ROC

1 stop4h 49mJetBlue

Deal found 4/30

$277

Wed 5/2112:02 pmROC - ORD

1 stop7h 48mDelta

Mon 5/269:00 amORD - ROC

1 stop5h 42mDelta

Deal found 4/29

$306

Thu 5/222:40 pmROC - MDW

1 stop9h 00mSouthwest

Wed 5/286:20 amMDW - ROC

1 stop3h 45mSouthwest

Deal found 4/30

$331

Thu 5/226:00 amROC - ORD

2 stops7h 45mSouthwest

Wed 5/286:00 amORD - ROC

1 stop6h 05mSouthwest

Deal found 4/30

$398

Fri 5/236:32 pmROC - ORD

1 stop26h 31mSpirit Airlines

Mon 5/267:47 amORD - ROC

1 stop8h 40mSpirit Airlines

Deal found 4/30

$227

One-way flights from Rochester to Chicago
Search for one-way flight options from Rochester to Chicago. Find affordable one-way fares based on user searches. Data last updated May 1, 2025.

Sat 5/3111:43 amROC - ORD

1 stop12h 46mSpirit Airlines

Deal found 4/30

$77

Mon 6/29:50 amROC - ORD

2 stops24h 00mMultiple Airlines

Deal found 4/30

$88

Tue 6/246:15 amROC - ORD

1 stop4h 58mJetBlue

Deal found 4/30

$101

Tue 6/246:30 amROC - ORD

Nonstop2h 10mUnited Airlines

Deal found 4/30

$135

Tue 6/107:15 amROC - MDW

Nonstop1h 50mSouthwest

Deal found 4/29

$135

Thu 9/410:00 amROC - ORD

1 stop8h 50mAmerican Airlines

Deal found 4/30

$137

Wed 7/26:17 pmROC - ORD

1 stop6h 42mDelta

Deal found 4/30

$145

Tue 6/1010:25 amROC - MDW

1 stop3h 04mDelta

Deal found 4/29

$145

Tue 6/36:30 amROC - ORD

2 stops7h 15mSouthwest

Deal found 4/30

$150

Sun 6/16:32 pmROC - MDW

2 stops24h 38mMultiple Airlines

Deal found 4/30

$153

Cheapflights Fare Finder

Use the filters below to find and compare flights from Rochester to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 5/23

6:32 pm-8:03 pm

1 stop26h 31m

Chicago O'Hare Intl

Mon 5/26

7:47 am-5:27 pm

1 stop8h 40m

$227

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Mon 6/2

9:50 am-8:50 am

2 stops24h 00m

Chicago O'Hare Intl

Fri 6/6

5:20 pm-10:43 am

2 stops16h 23m

$234

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 9/24

6:10 am-12:40 pm

1 stop7h 30m

Chicago O'Hare Intl

Fri 9/26

6:00 am-11:50 am

1 stop4h 50m

$243

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 6/10

6:25 am-7:30 am

Nonstop2h 05m

Chicago O'Hare Intl

Sat 6/14

8:40 pm-9:55 am

1 stop12h 15m

$256

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Tue 6/10

7:15 am-8:05 am

Nonstop1h 50m

Chicago Midway

Sat 6/14

2:00 pm-4:35 pm

Nonstop1h 35m

$286

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 7/15

12:00 pm-5:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Tue 7/22

11:00 am-4:40 pm

1 stop4h 40m

$289

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 6/25

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Tue 7/1

6:20 pm-10:48 pm

1 stop3h 28m

$289

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 5/31

11:00 am-12:00 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sat 5/31

6:32 pm-9:23 pm

Nonstop1h 51m

$303

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Thu 5/22

6:00 am-12:45 pm

2 stops7h 45m

Chicago O'Hare Intl

Wed 5/28

6:00 am-1:05 pm

1 stop6h 05m

$398

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 5/31

11:43 am-11:29 pm

1 stop12h 46m

$77

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 19 results

Compare providers for flights from Rochester to Chicago

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.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
eDreams	Price Accuracy3 stars	Trust 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 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, 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?

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?

It’s typically best to fly out from Rochester, New York to Chicago in the evening. Doing so could potentially save you 20% 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?

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

The most flights from ROC to CHI are scheduled on a Wednesday (28 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Chicago 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

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

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

4,294 reviews

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

4,294 reviews

Southwest

8.0

Very good

4,294 reviews

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

7,934 reviews

Southwest

8.0

Very good

4,294 reviews

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

8,696 reviews

Southwest

8.0

Very good

4,294 reviews

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

2,922 reviews

Southwest

8.0

Very good

4,294 reviews

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

4,294 reviews

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

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 13 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 Spirit Airlines. Our recent data shows that you can find tickets from as low as $224 on this airline. Additional options worth looking into are JetBlue and American Airlines, starting at $243 and $256 round-trip. You may be able to fly from Rochester, New York to Chicago for 26% 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 ($77), JetBlue ($101), and United Airlines ($135).
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 (91%), ANA (89%) and Japan Airlines (87%).
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 $791. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $198.
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

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Porter

Lansing

Valparaiso

Chesterton

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Top 3 airlines flying from Rochester to Chicago

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$194	Average$322	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$201	Average$336	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$230	Average$418	FlexibilityNo cancel fee	On-timeN/A

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$77+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Rochester to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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 Thursday or Friday and return on a Saturday

Cheap flight deals from Rochester to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Rochester to Chicago

Cheapest flights from Rochester to ChicagoExplore 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 1, 2025.

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 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Rochester to Chicago that are best for you.

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.

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.

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 April 25, 2025.

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

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 1, 2025.

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 30, 2025.

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 1, 2025.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

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 1, 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.

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.

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

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

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

Can I find deals for flights from Rochester to Chicago that include hotel bookings?

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Top 3 airlines flying from Rochester to Chicago

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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 1, 2025.