ROC - CHI

$75 Find Cheap Flights from Rochester to Chicago

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 3/8. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Rochester to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Rochester to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$196
Overall average: $349
Multiple Airlines
Fr 2/27Mi 3/4
ROC - ORD • 1 stop
Cheapest non-stop
$287
Southwest
Do 5/7Sa 5/9
ROC - MDW • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom on this route.
American's Main Cabin Extra includes early boarding perks.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
JetBlue
Cheapest • from $252 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ROC
-
MDW
Cheapest • 9% average savings
ROC
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 22% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
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

Fr, Feb 27 - Mi, Mrz 4
Multiple Airlines Logo
6:20 pm - 11:37 pm
ROC
-
ORD
6h 17m
1 stop
Multiple Airlines Logo
8:16 pm - 9:23 am
ORD
-
ROC
12h 07m
1 stop
$196Multiple Airlines
Fr, Feb 27 - Mi, Mrz 4
Multiple Airlines Logo
6:20 pm - 12:40 am
ROC
-
ORD
31h 20m
2 stops
Multiple Airlines Logo
8:16 pm - 9:23 am
ORD
-
ROC
12h 07m
1 stop
$210Multiple Airlines
Fr, Feb 27 - Di, Mrz 3
Multiple Airlines Logo
6:20 pm - 11:37 pm
ROC
-
ORD
6h 17m
1 stop
Multiple Airlines Logo
6:51 pm - 8:45 am
ORD
-
ROC
36h 54m
2 stops
$218Multiple Airlines
Fr, Feb 27 - Di, Mrz 3
Multiple Airlines Logo
6:20 pm - 11:37 pm
ROC
-
ORD
6h 17m
1 stop
Multiple Airlines Logo
10:19 am - 11:00 am
ORD
-
ROC
23h 41m
1 stop
$227Multiple Airlines
Do, Feb 26 - Mo, Mrz 2
JetBlue Logo
6:00 am - 11:54 am
ROC
-
ORD
6h 54m
1 stop
JetBlue Logo
6:04 am - 9:00 am
ORD
-
ROC
25h 56m
1 stop
$252JetBlue
Mi, Feb 25 - Do, Feb 26
JetBlue Logo
6:00 am - 12:04 pm
ROC
-
ORD
7h 04m
1 stop
JetBlue Logo
12:44 pm - 11:59 pm
ORD
-
ROC
10h 15m
1 stop
$253JetBlue
Do, Mai 7 - Sa, Mai 9
Southwest Logo
7:50 pm - 8:40 pm
ROC
-
MDW
1h 50mnonstop
Southwest Logo
3:35 pm - 6:05 pm
MDW
-
ROC
1h 30mnonstop
$287Southwest
Di, Mrz 10 - Do, Mrz 12
Southwest Logo
6:50 pm - 7:45 pm
ROC
-
MDW
1h 55mnonstop
Southwest Logo
1:35 pm - 4:05 pm
MDW
-
ROC
1h 30mnonstop
$296Southwest
Do, Mai 7 - Sa, Mai 9
Southwest Logo
7:50 pm - 8:40 pm
ROC
-
MDW
1h 50mnonstop
Southwest Logo
5:25 pm - 11:10 pm
MDW
-
ROC
4h 45m
1 stop
$297Southwest
Do, Mai 7 - Sa, Mai 9
Southwest Logo
12:40 pm - 8:35 pm
ROC
-
MDW
8h 55m
2 stops
Southwest Logo
3:35 pm - 6:05 pm
MDW
-
ROC
1h 30mnonstop
$302Southwest
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.

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 $202 on the route between Rochester (ROC) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 9% 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 Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Wednesday 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 March, where tickets cost $284 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $461 and $419 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.

No, with an average price for the route of $417, prices are generally cheapest when you fly direct.

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 5 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 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
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.

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.

Good to know

Low seasonJanuary
Cheapest flight$75
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 23% 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 3 days, the lowest price for a flight from Rochester to Chicago was $75 for a one-way ticket and $196 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, Alaska Airlines, Air Canada, and Delta 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 is the aircraft model that flies most regularly on the Rochester to Chicago flight route.

  • Which airline alliances offer flights from Rochester to Chicago?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Rochester and Chicago, with SkyTeam 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 Delta?

    The two airlines most popular with KAYAK users for flights from Rochester to Chicago are Southwest and Delta. With an average price for the route of $358 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $358 and an overall rating of 7.9.

  • 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 $172 or less one-way and $341 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 4 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 4268 reviews
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

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

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

I truly love flying with Delta. They have always treated me with the upmost respect

The flight was great. The gate location was way to far away!!!

Cramped seating for me. Luckily it wasn’t a long flight

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

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-

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

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

Information on your arrival and departure airports