ROC - CHI

$116 Find Cheap Flights from Rochester to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rochester to Chicago departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$311
Typical prices: $315-$533
American Airlines
Sat 10/10Tue 10/13
ROC - ORD • 1 stop
Cheapest non-stop
$320
Southwest
Fri 9/4Sat 9/5
ROC - MDW • Non-stop
Top airlines
Cheapest • from $311 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 03m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 7% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $241 (round-trip)
Shortest trip • 3h 51m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 21% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 16% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Expert advice
Flight Deals

Cheap Flights from Rochester to Chicago (ROC-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rochester to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Rochester to Chicago

Sat, Oct 10 - Tue, Oct 13
American Airlines Logo
5:27 pm - 11:44 pm
ROC
-
ORD
7h 17m
1 stop
American Airlines Logo
9:52 am - 4:38 pm
ORD
-
ROC
5h 46m
1 stop
$311American Airlines
Fri, Oct 30 - Mon, Nov 2
Southwest Logo
12:30 pm - 8:10 pm
ROC
-
MDW
8h 40m
2 stops
Southwest Logo
4:00 pm - 11:40 pm
MDW
-
ROC
6h 40m
2 stops
$312Southwest
Sat, Aug 29 - Thu, Sep 3
Southwest Logo
6:05 am - 10:40 am
ROC
-
MDW
5h 35m
1 stop
Southwest Logo
12:50 pm - 10:10 pm
MDW
-
ROC
8h 20m
2 stops
$316Southwest
Thu, Aug 27 - Thu, Sep 3
Southwest Logo
4:05 pm - 9:00 pm
ROC
-
MDW
5h 55m
1 stop
Southwest Logo
12:50 pm - 10:10 pm
MDW
-
ROC
8h 20m
2 stops
$316Southwest
Fri, Aug 21 - Mon, Aug 24
United Airlines Logo
12:45 pm - 1:58 pm
ROC
-
ORD
2h 13mnonstop
United Airlines Logo
1:55 pm - 4:44 pm
ORD
-
ROC
1h 49mnonstop
$320United Airlines
Wed, Aug 26 - Fri, Aug 28
United Airlines Logo
5:52 pm - 7:00 pm
ROC
-
ORD
2h 08mnonstop
United Airlines Logo
6:25 pm - 9:29 pm
ORD
-
ROC
2h 04mnonstop
$320United Airlines
Fri, Sep 4 - Mon, Sep 7
American Airlines Logo
11:29 am - 12:35 pm
ROC
-
ORD
2h 06mnonstop
American Airlines Logo
9:00 pm - 11:55 pm
ORD
-
ROC
1h 55mnonstop
$320American Airlines
Fri, Aug 28 - Mon, Aug 31
American Airlines Logo
5:52 am - 7:00 am
ROC
-
ORD
2h 08mnonstop
American Airlines Logo
4:45 pm - 7:46 pm
ORD
-
ROC
2h 01mnonstop
$320American Airlines
Thu, Oct 15 - Sun, Oct 18
JetBlue Logo
7:10 am - 11:47 am
ROC
-
ORD
5h 37m
1 stop
JetBlue Logo
6:20 am - 9:54 am
ORD
-
ROC
26h 34m
1 stop
$325JetBlue
Thu, Oct 22 - Sun, Nov 1
Multiple Airlines Logo
8:03 pm - 3:26 pm
ROC
-
ORD
20h 23m
1 stop
Multiple Airlines Logo
7:50 am - 7:18 pm
ORD
-
ROC
10h 28m
1 stop
$326Multiple Airlines
Booking Insights

KAYAK's insights & trends for Rochester to Chicago flights

Get data-powered insights and trends into flights from Rochester to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Rochester to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Rochester to Chicago departing in October.

Flight prices are typical for this route right now.

Flights to Chicago from Rochester usually cost between $287 and $487 in October.
The lowest price found in the past 5 days was $311 on American Airlines (Oct 10-Oct 13).

What is the cheapest Rochester to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Rochester to Chicago costs $209 on the route between Rochester (ROC) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 7% cheaper than other Rochester-Chicago routes. The most popular route is between Rochester (ROC) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from Rochester to Chicago?

The average price of all round-trip flights from Rochester to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Rochester to Chicago, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Monday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Rochester to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Rochester to Chicago is September, where tickets cost $368 (return) on average. On the other hand, the most expensive months are July and February, where the average cost of round-trip tickets is $484 and $481 respectively.

Can I save money by flying with a layover from Rochester to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $456 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Rochester to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Rochester to Chicago, you should book around 4 weeks before departure, which saves you about 21% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Expert advice

Expert advice for your flight from Rochester to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know

Low season

January

Cheapest flight

$116
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Rochester to Chicago O'Hare Airport

When to book flights from Rochester to Chicago

Are your dates flexible? Find out the best times to travel from Rochester to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Rochester to Chicago

  • What are the different ticket classes offered by airlines on flights from Rochester to Chicago?

    Delta Air Lines, United Airlines, and American Airlines offer multiple ticket classes on flights from Rochester to Chicago, including Economy, Premium Economy, Business, and First Class. Each class provides distinct perks such as improved seating, priority boarding, and in-flight amenities. Depending on the chosen airline and class, passengers can enjoy a range of benefits tailored to their preferences and needs.

  • What special amenities are available on airlines for flights from Rochester to Chicago?

    JetBlue Airways offers in-flight entertainment, complimentary snacks, and non-alcoholic beverages on their flights. Alaska Airlines provides free messaging and limited internet access, along with a selection of food and beverages for purchase. Spirit Airlines and Frontier Airlines typically offer a more basic service with additional options available for purchase.

  • How can I get out of the airport in Chicago after my flight from Rochester?

    After your flight from Rochester to Chicago, depending on which airport you arrive at, you can use various transportation options to get out. For O'Hare International Airport (ORD), you can take advantage of shuttle services like Go Airport Express, Chicago Airport Shuttle, or use ride-sharing services like Uber. Alternatively, both O'Hare International Airport and Midway International Airport (MDW) are connected to the city center by the Chicago Transit Authority (CTA) trains and buses, including the Blue Line train, offering a convenient way to reach Downtown Chicago.

  • Do airlines accommodate special diets on flights from Rochester to Chicago?

    Delta Air Lines, United Airlines, and American Airlines offer special meal options to accommodate dietary restrictions or preferences. Passengers can request meals such as vegetarian, vegan, gluten-free, or kosher. It's advisable to inform the airline in advance about any dietary requirements to ensure availability during the flight.

  • What is the cheapest flight from Rochester to Chicago?

    In the last 5 days, the lowest price for a flight from Rochester to Chicago was $116 for a one-way ticket and $311 for a round-trip.

  • Do I need a passport to fly between Rochester and Chicago?

    No, a passport isn't needed to fly from Rochester to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Rochester to Chicago?

    Rochester is served by only 1 airport and there are 2 airports in Chicago. You will leave Rochester from Greater Rochester Intl and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Rochester to Chicago?

    American Airlines, JetBlue, Delta, and Alaska Airlines offer inflight Wi-Fi service on the Rochester to Chicago flight route.

  • Which aircraft models fly most regularly from Rochester to Chicago?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Rochester to Chicago flight route.

  • Which airline alliances offer flights from Rochester to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Rochester and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Rochester to Chicago?

    There are nonstop flights from Rochester to Chicago on a daily basis.

  • Which is the best airline for flights from Rochester to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Rochester to Chicago are Southwest and United Airlines. With an average price for the route of $411 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $441 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Rochester to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rochester to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rochester to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Rochester is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Rochester to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Rochester with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rochester to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Rochester up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Rochester to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $202 or less one-way and $357 or less round-trip.
  • When traveling with pets from Rochester (ROC) to Chicago (CHI), consider airlines that are pet-friendly. For example, Delta Air Lines allows pets in the cabin for flights within the United States, while United Airlines offers both cabin and cargo options for pet travel. Be sure to check their specific requirements and fees.
  • If you're flying with kids, it's important to choose an airline that offers suitable services. American Airlines, for instance, provides pre-boarding for families with young children and offers complimentary strollers at select airports. Southwest Airlines offers a family boarding option and allows kids to bring a car seat and stroller for free.
  • Reduce your carbon footprint by selecting environmentally friendly flights. JetBlue Airways, for instance, has committed to reducing its carbon emissions through various initiatives, such as investing in sustainable aviation fuel. Alaska Airlines also focuses on sustainability, implementing measures to minimize its environmental impact.
  • Layovers are common on flights from Rochester to Chicago, offering an opportunity to explore other cities. If you have a longer layover, consider airlines like Frontier Airlines or Spirit Airlines, which often offer affordable fares with layovers in cities like Denver or Las Vegas, allowing you to add an extra destination to your trip.
  • Baggage policies vary among airlines. When booking your flight, take into account each airline's baggage allowances and fees. For example, Delta Air Lines typically allows one free carry-on and one free personal item, while United Airlines offers different baggage options based on fare class. Be aware of any weight and size restrictions to avoid additional charges.

Prefer to fly direct from Rochester to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Greater Rochester Intl to Chicago.
Find which airlines fly direct from Greater Rochester Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Greater Rochester Intl to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Chicago to Greater Rochester Intl

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Rochester to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Rochester to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Rochester to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4228 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

My bag was damaged and is now missing a wheel. I tried to buy a claim in on the website but it would not accept my confirmation # for submission. Other than that, everything else was good!

Gluten free snack options and meals that offer both gluten free and dairy free.

Not a bad flight but a long delay boarding and taking off due to the pilot not arriving on time.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

I almost missed my connection in Chicago due to having to wait on a gate to be open I am assuming. Having to run from E terminal to C terminal and I barely made it there before they closed the door. This may not be the actual airline's fault it's crazy how there is so little time between flight especially when they are placed so far apart in the airport.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

The staff was very friendly. The seats seemed quite small. Overall the flight was pleasant.

Their app did not recognize my Aeroplan frequent flyer number and would not allow me access to my boarding card. Ground staff was readily available at the airport to print it out to me.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

It was good experience this time. The flight was on time.

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Tell the crew (when boarding) to yell at the imbeciles blocking us from walking up to scan. I promise everyone crowds around and half of us (most the time I’m group 4) have to push our way through. Your staff is awesome, the public - not so much-

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

Extreme weather delays. Missed my flight to France and I ended up leaving the plane.

I am very disappointed with american. We have flown American airlines numerous times, as well as other airlines and never had such an experience. My son's flight for Sunday afternoon was cancelled around 11 am. We were told not to do anything bec AA would. After an hour of not seeing a change in his flight status. I called AA. I was on hold for half hour then opted for a call back. That call back never came. So I called again, in meantime I started looking online at my options. No flights were leaving that day from AA. But other airlines were flying out. We needed our son in Chicago asap.i kept calling AA for a callback, but never received one. Finally i called back later in the afternoon and a representative answered the call. She told me there were no flights out till Tuesday morning. I asked how this is possible, I had seen flights from AA and other airlines leaving Monday. She said she checked all NYC airports and there were no AA flights till Tuesday AM. Then I asked about getting on another airline. She responded i would be responsible for that. When I asked how AA would reimburse. She became nasty and told me AA has not responsibility to reimburse anything they will put me in a flight for Tuesday morning. When i explained he must be there Monday by 8am, she told me there's nothing to do and practically hung up. At that point I just asked her to book the Tuesday morning flight. I had this experience with other airlines, cancelled due to weather and they and their reps were much more helpful. Either way Tuesday morning flight was delayed as well. Over an hour! I expect more from AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Everything you need to know for your flight from Rochester to Chicago

Information on your arrival and departure airports