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$96+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — CHI
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 Wednesday

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 July 3, 2025.

Round-trip from

$239
(FlightHub)

One-way from

$96
(FlightHub)

Popular in

August

Cheapest in

January

Average price

$306

Good round-trip deal

$282 or less

Good one-way deal

$156 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 ($2 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 3, 2025.

This JetBlue deal was found by Cheapflights users on 7/3. 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.
Tue 9/26:15 amROC - ORD
1 stop6h 03mJetBlue
Fri 9/56:45 amORD - ROC
1 stop4h 57mJetBlue
Deal found 7/3$237
This FlightHub deal was found by Cheapflights users on 7/2. 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.
Fri 8/296:40 amROC - ORD
1 stop10h 30mSpirit Airlines
Tue 9/26:56 amORD - ROC
1 stop14h 14mSpirit Airlines
Deal found 7/2$239
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Thu 9/1811:24 amROC - ORD
Nonstop2h 01mAmerican Airlines
Mon 9/223:12 pmORD - ROC
Nonstop1h 46mAmerican Airlines
Deal found 7/3$303
This Southwest deal was found by Cheapflights users on 7/2. 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.
Mon 8/257:50 amROC - MDW
Nonstop1h 55mSouthwest
Thu 8/286:55 pmMDW - ROC
Nonstop1h 40mSouthwest
Deal found 7/2$303
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Tue 9/26:40 amROC - ORD
1 stop10h 30mMultiple Airlines
Fri 9/58:10 pmORD - ROC
2 stops27h 04mMultiple Airlines
Deal found 7/1$310
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 8/305:52 pmROC - ORD
Nonstop2h 03mUnited Airlines
Mon 9/16:25 pmORD - ROC
Nonstop1h 48mUnited Airlines
Deal found 7/2$318
This Delta deal was found by Cheapflights users on 7/3. 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 8/76:32 pmROC - ORD
1 stop6h 37mDelta
Mon 8/116:20 pmORD - ROC
1 stop5h 30mDelta
Deal found 7/3$323
This Delta deal was found by Cheapflights users on 7/3. 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 12/21:15 pmROC - MDW
1 stop6h 21mDelta
Mon 12/89:30 amMDW - ROC
1 stop5h 57mDelta
Deal found 7/3$323

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 July 3, 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

Tue 9/2

6:15 am-11:18 am

1 stop6h 03m

Chicago O'Hare Intl

Fri 9/5

6:45 am-12:42 pm

1 stop4h 57m

$237

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 8/29

6:40 am-4:10 pm

1 stop10h 30m

Chicago O'Hare Intl

Tue 9/2

6:56 am-10:10 pm

1 stop14h 14m

$239

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Thu 9/18

11:24 am-12:25 pm

Nonstop2h 01m

Chicago O'Hare Intl

Mon 9/22

3:12 pm-5:58 pm

Nonstop1h 46m

$303

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Mon 8/25

7:50 am-8:45 am

Nonstop1h 55m

Chicago Midway

Thu 8/28

6:55 pm-9:35 pm

Nonstop1h 40m

$303

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 9/2

6:40 am-4:10 pm

1 stop10h 30m

Chicago O'Hare Intl

Fri 9/5

8:10 pm-12:14 am

2 stops27h 04m

$310

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sat 8/30

5:52 pm-6:55 pm

Nonstop2h 03m

Chicago O'Hare Intl

Mon 9/1

6:25 pm-9:13 pm

Nonstop1h 48m

$318

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Thu 8/7

6:32 pm-12:09 am

1 stop6h 37m

Chicago O'Hare Intl

Wed 8/13

5:45 am-11:22 am

1 stop4h 37m

$323

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 8/20

12:17 pm-5:47 pm

1 stop6h 30m

Chicago Midway

Mon 8/25

4:25 pm-11:54 pm

1 stop6h 29m

$323

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Mon 8/4

11:18 am-5:58 pm

1 stop7h 40m

$96

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 9/9

6:05 am-12:10 pm

1 stop7h 05m

$102

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 16 results
1
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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 27, 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 July 3, 2025.

It’s typically best to fly out from Rochester to Chicago in the evening. Doing so could potentially save you 24% 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 29, 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 July 3, 2025.

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 (2 on average).

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

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 July 3, 2025.
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
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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
2,916 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

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 12 outbound flights to Chicago per day.

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

    Currently priced at $239, 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 JetBlue and American Airlines - these airlines can fly you to your destination from $260 and $303, respectively. Spirit Airlines is priced at 24% 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 ($96), JetBlue ($102), and American Airlines ($152).

  • 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 (97%), Republic Airways (89%) and ANA (86%).

  • What are the cheapest flights from Rochester to Chicago?

    The cheapest flight price from Rochester to Chicago is $141. On average you can expect to pay $880. 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$197Average$342FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$207Average$336FlexibilityNo cancel feeOn-time69%
DeltaCheapest$230Average$368FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$287Average$381FlexibilityNo cancel feeOn-time63%

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