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

Currently priced at $217, American Airlines will fly you from Rochester to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Spirit Airlines - these airlines can fly you to your destination from $217 and $218, respectively. American Airlines is priced at 33% 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 Spirit Airlines ($79), JetBlue ($102), and United Airlines ($109).

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

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.

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.

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).

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 $1,649. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $199.

What are the most reliable airlines from Rochester to Chicago?

The top 3 most reliable airlines when flying from Rochester to Chicago are Japan Airlines (95%), Republic Airways (88%) and ANA (85%).

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

Travelers have found it’s best to book a flight 22 days in advance to save up to 41% 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 22 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 to Chicago 1-2 weeks in advance for as low as $296, or $524 for flights within the next 24 hours.

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

The best pricing can be found in the month of January. Prices to Chicago from Rochester average $324. You can even find prices in January for less than $324, as users have found deals to Chicago from as low as $209. The month of June appears to be one of the more expensive times to travel to Chicago from Rochester. Flying in the targeted month can save you up to 9%.

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 19 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.

$79+ Flights from Rochester to Chicago

Q: How much does it cost to fly round-trip from Rochester to Chicago?

Airfare is below average for this route at the moment. Rochester to Chicago flights typically cost between $284 and $399 in August. The cheapest round-trip price found within the last 3 days was $217 on American Airlines (Aug 30-Sep 6).

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Cheapflights Tip: The best prices from Rochester Greater Rochester Intl to Chicago are usually found in January or March, booked 68 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Rochester to Chicago

Round-trip from	$217 (American Airlines)
One-way from	$79 (FlightHub)
Popular in	June
Cheapest in	January
Average price	$349
Good round-trip deal	$244 or less
Good one-way deal	$174 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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Highest demand for flights based on searches. 6% potential increase in price ($20 potential increase over avg. RT price).

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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 July 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 July 31, 2025.

Sat 8/306:00 amROC - ORD

Nonstop2h 10mAmerican Airlines

Sat 9/67:25 pmORD - ROC

Nonstop1h 52mAmerican Airlines

Deal found 7/31

$217

Sat 8/307:45 amROC - MDW

Nonstop1h 50mSouthwest

Sat 9/64:45 pmMDW - ROC

Nonstop1h 35mSouthwest

Deal found 7/31

$217

Thu 10/236:20 amROC - ORD

1 stop10h 52mSpirit Airlines

Sun 10/266:30 amORD - ROC

1 stop16h 12mSpirit Airlines

Deal found 7/31

$218

Wed 9/106:05 amROC - ORD

1 stop7h 37mJetBlue

Fri 9/126:45 amORD - ROC

1 stop4h 39mJetBlue

Deal found 7/31

$220

Tue 8/267:50 pmROC - ORD

1 stop4h 25mUnited Airlines

Tue 9/22:02 pmORD - ROC

Nonstop1h 48mUnited Airlines

Deal found 7/29

$227

Sat 9/135:25 amROC - ORD

1 stop5h 31mDelta

Tue 9/163:45 pmORD - ROC

1 stop7h 13mDelta

Deal found 7/29

$237

Sat 9/132:15 pmROC - MDW

1 stop7h 55mDelta

Tue 9/169:35 amMDW - ROC

1 stop5h 50mDelta

Deal found 7/29

$237

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 July 31, 2025.

Sat 8/306:00 amROC - ORD

Nonstop2h 10mAmerican Airlines

Sat 9/67:25 pmORD - ROC

Nonstop1h 52mAmerican Airlines

Deal found 7/31

$217

Sat 8/307:45 amROC - MDW

Nonstop1h 50mSouthwest

Sat 9/64:45 pmMDW - ROC

Nonstop1h 35mSouthwest

Deal found 7/31

$217

Thu 10/236:20 amROC - ORD

1 stop10h 52mSpirit Airlines

Sun 10/266:30 amORD - ROC

1 stop16h 12mSpirit Airlines

Deal found 7/31

$218

Wed 9/106:05 amROC - ORD

1 stop7h 37mJetBlue

Fri 9/126:45 amORD - ROC

1 stop4h 39mJetBlue

Deal found 7/31

$220

Tue 8/267:50 pmROC - ORD

1 stop4h 25mUnited Airlines

Tue 9/22:02 pmORD - ROC

Nonstop1h 48mUnited Airlines

Deal found 7/29

$227

Sat 9/135:25 amROC - ORD

1 stop5h 31mDelta

Tue 9/163:45 pmORD - ROC

1 stop7h 13mDelta

Deal found 7/29

$237

Sat 9/132:15 pmROC - MDW

1 stop7h 55mDelta

Tue 9/169:35 amMDW - ROC

1 stop5h 50mDelta

Deal found 7/29

$237

Last-minute flights from Rochester to Chicago
Discover last-minute flight deals from Rochester to Chicago. Data last updated July 31, 2025 and is based on user searches.

Tue 8/56:35 amROC - MDW

1 stop3h 09mDelta

Tue 8/129:31 amMDW - ROC

1 stop5h 54mDelta

Deal found 7/28

$458

Tue 8/53:55 pmROC - MDW

1 stop5h 30mSouthwest

Tue 8/126:00 pmMDW - ROC

Nonstop1h 40mSouthwest

Deal found 7/28

$461

Wed 8/611:18 amROC - ORD

1 stop10h 10mSpirit Airlines

Mon 8/115:05 amORD - ROC

1 stop8h 28mSpirit Airlines

Deal found 7/29

$285

Thu 8/76:00 amROC - ORD

Nonstop2h 10mAmerican Airlines

Thu 8/148:39 pmORD - ROC

Nonstop2h 02mAmerican Airlines

Deal found 7/31

$460

Thu 8/76:05 amROC - ORD

1 stop7h 40mSouthwest

Thu 8/142:55 pmORD - ROC

2 stops7h 15mSouthwest

Deal found 7/31

$534

Sun 8/106:00 amROC - ORD

1 stop5h 07mDelta

Wed 8/206:00 amORD - ROC

1 stop4h 42mDelta

Deal found 7/29

$380

Sun 8/106:24 amROC - ORD

Nonstop2h 10mUnited Airlines

Tue 8/196:25 pmORD - ROC

Nonstop1h 48mUnited Airlines

Deal found 7/29

$418

Tue 8/267:50 pmROC - ORD

1 stop4h 25mUnited Airlines

Tue 9/22:02 pmORD - ROC

Nonstop1h 48mUnited Airlines

Deal found 7/29

$227

Tue 8/266:00 amROC - MDW

1 stop4h 36mDelta

Tue 9/26:17 pmMDW - ROC

1 stop3h 54mDelta

Deal found 7/29

$237

Wed 8/2712:00 pmROC - ORD

1 stop7h 02mDelta

Wed 9/36:00 amORD - ROC

1 stop4h 42mDelta

Deal found 7/30

$237

Fri 8/296:40 amROC - ORD

1 stop16h 42mSpirit Airlines

Tue 9/26:56 amORD - ROC

1 stop14h 14mSpirit Airlines

Deal found 7/30

$219

Fri 8/296:15 amROC - ORD

1 stop6h 04mJetBlue

Fri 9/56:45 amORD - ROC

1 stop4h 57mJetBlue

Deal found 7/30

$291

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 July 31, 2025.

Sat 8/3011:13 amROC - ORD

1 stop8h 54mSpirit Airlines

Deal found 7/31

$79

Tue 9/166:05 amROC - ORD

1 stop7h 15mJetBlue

Deal found 7/30

$102

Wed 9/241:32 pmROC - ORD

Nonstop2h 09mUnited Airlines

Deal found 7/29

$109

Tue 9/169:00 amROC - MDW

Nonstop1h 50mSouthwest

Deal found 7/31

$109

Wed 8/276:00 amROC - ORD

1 stop5h 05mDelta

Deal found 7/28

$119

Tue 10/286:14 pmROC - MDW

1 stop5h 00mDelta

Deal found 7/29

$119

Sat 9/276:00 amROC - ORD

2 stops11h 25mSouthwest

Deal found 7/29

$129

Wed 10/85:30 amROC - ORD

1 stop6h 36mAmerican Airlines

Deal found 7/30

$134

Sun 10/58:28 pmROC - MDW

2 stops21h 05mAllegiant Air

Deal found 7/29

$160

Fri 8/156:40 amROC - MDW

2 stops12h 37mMultiple Airlines

Deal found 7/30

$182

Fly from

Fly to

Route

Depart

Return

Price

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 8/30

6:00 am-7:10 am

Nonstop2h 10m

Chicago O'Hare Intl

Sat 9/6

7:25 pm-10:17 pm

Nonstop1h 52m

$217

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Sat 8/30

7:45 am-8:35 am

Nonstop1h 50m

Chicago Midway

Sat 9/6

4:45 pm-7:20 pm

Nonstop1h 35m

$217

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Thu 10/23

6:20 am-4:12 pm

1 stop10h 52m

Chicago O'Hare Intl

Sun 10/26

6:30 am-11:42 pm

1 stop16h 12m

$218

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 9/10

6:05 am-12:42 pm

1 stop7h 37m

Chicago O'Hare Intl

Fri 9/12

6:45 am-12:24 pm

1 stop4h 39m

$220

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 8/26

7:50 pm-11:15 pm

1 stop4h 25m

Chicago O'Hare Intl

Tue 9/2

2:02 pm-4:50 pm

Nonstop1h 48m

$227

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 9/13

5:25 am-9:56 am

1 stop5h 31m

Chicago O'Hare Intl

Tue 9/16

3:45 pm-11:58 pm

1 stop7h 13m

$237

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Sat 9/13

2:15 pm-9:10 pm

1 stop7h 55m

Chicago Midway

Tue 9/16

9:35 am-4:25 pm

1 stop5h 50m

$237

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 8/30

11:13 am-7:07 pm

1 stop8h 54m

$79

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 9/16

6:05 am-12:20 pm

1 stop7h 15m

$102

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Wed 9/24

1:32 pm-2:41 pm

Nonstop2h 09m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 17 results

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?

To ensure you get the cheapest price possible for a flight from Rochester to Chicago, you should look to book at least 68 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?

It’s typically best to fly out from Rochester to Chicago in the evening. Doing so could potentially save you 25% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Rochester to Chicago

The most flights from ROC to CHI are scheduled on a Thursday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

How much does it cost to fly round-trip from Rochester to Chicago?

Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest, Delta, and United Airlines from Rochester to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Southwest

8.0

Very good

4,246 reviews

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Gina,Jul 2025

LAS - DEN

Delta

8.0

Very good

7,981 reviews

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Gina,Jul 2025

LAS - DEN

United Airlines

7.4

Good

8,900 reviews

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Gina,Jul 2025

LAS - DEN

JetBlue

7.3

Good

2,914 reviews

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Gina,Jul 2025

LAS - DEN

American Airlines

7.2

Good

10,000 reviews

Southwest

8.0

Very good

4,246 reviews

Reviews

1 / 20

8.0

Excellent

Gina,Jul 2025

LAS - DEN

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 19 outbound flights to Chicago per day.
What are the cheapest airlines flying from Rochester to Chicago round-trip?
Currently priced at $217, American Airlines will fly you from Rochester to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Spirit Airlines - these airlines can fly you to your destination from $217 and $218, respectively. American Airlines is priced at 33% 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 Spirit Airlines ($79), JetBlue ($102), and United Airlines ($109).
What are the most reliable airlines from Rochester to Chicago?
The top 3 most reliable airlines when flying from Rochester to Chicago are Japan Airlines (95%), Republic Airways (88%) and ANA (85%).
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 $1,649. The most popular route, (Rochester Greater Rochester Intl - Chicago O'Hare Intl), can usually be booked for $199.
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

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Hammond

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Porter

Valparaiso

Chesterton

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Top 3 airlines flying from Rochester to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$197	Average$343	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$207	Average$338	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$287	Average$378	FlexibilityNo cancel fee	On-time63%

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$79+ 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 8/30. 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

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Cheapflights Tip: The best prices from Rochester Greater Rochester Intl to Chicago are usually found in January or March, booked 68 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Rochester to Chicago

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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 July 31, 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 July 31, 2025.

Cheapflights Fare Finder

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

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 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 July 25, 2025.

What is the cheapest month to book a flight from Rochester 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 July 31, 2025.

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 July 31, 2025.

How much does it cost to fly round-trip from Rochester to Chicago?

Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest, Delta, and United Airlines from Rochester to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated 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.

What airport do you fly from for flights from Rochester to Chicago?

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

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

What are the most reliable airlines from Rochester to Chicago?

What are the cheapest flights from Rochester to Chicago?

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

How can I find direct flights from Rochester to Chicago?

Can I find deals for business class flights from Rochester to Chicago?

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

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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 July 31, 2025.