ROC - CHI

$118 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 5/27. 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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Everything you should know

Cheapest round-trip
$335
Typical prices: $492-$377
American Airlines
Tue 5/26Tue 6/2
ROC - ORD • Non-stop
Cheapest one-way
$118
Typical prices: $208-$269
Multiple Airlines
Wed 5/27
ROC - ORD • 2 stops
Advice from real travelers
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
Cheapest • from $335 (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 08m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $237 (round-trip)
Shortest trip • 3h 39m (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 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 60% price drop
Most popular
Good to know
Good to know
+1
+1
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Flight Deals
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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

Tue, May 26 - Tue, Jun 2
American Airlines Logo
8:17 pm - 9:45 pm
ROC
-
ORD
2h 28mnonstop
American Airlines Logo
8:01 am - 10:55 am
ORD
-
ROC
1h 54mnonstop
$335American Airlines
Tue, May 26 - Tue, Jun 2
Southwest Logo
6:40 pm - 7:30 pm
ROC
-
MDW
1h 50mnonstop
Southwest Logo
12:45 pm - 3:20 pm
MDW
-
ROC
1h 35mnonstop
$335Southwest
Wed, May 20 - Sat, May 23
American Airlines Logo
11:52 am - 1:05 pm
ROC
-
ORD
2h 13mnonstop
American Airlines Logo
8:01 am - 10:55 am
ORD
-
ROC
1h 54mnonstop
$343American Airlines
Sat, May 23 - Sat, May 30
Southwest Logo
8:05 am - 8:55 am
ROC
-
MDW
1h 50mnonstop
Southwest Logo
3:35 pm - 6:05 pm
MDW
-
ROC
1h 30mnonstop
$343Southwest
Tue, May 26 - Tue, Jun 2
American Airlines Logo
3:35 pm - 8:04 pm
ROC
-
ORD
5h 29m
1 stop
American Airlines Logo
8:01 am - 10:55 am
ORD
-
ROC
1h 54mnonstop
$345American Airlines
Tue, May 26 - Tue, Jun 2
Southwest Logo
6:40 pm - 7:30 pm
ROC
-
MDW
1h 50mnonstop
Southwest Logo
7:00 am - 12:00 pm
MDW
-
ROC
4h 00m
1 stop
$345Southwest
Tue, May 26 - Tue, Jun 2
Southwest Logo
6:35 am - 2:05 pm
ROC
-
MDW
8h 30m
2 stops
Southwest Logo
12:45 pm - 3:20 pm
MDW
-
ROC
1h 35mnonstop
$350Southwest
Tue, Jun 9 - Tue, Jun 30
Delta Logo
6:00 am - 10:13 am
ROC
-
ORD
5h 13m
1 stop
Delta Logo
6:00 pm - 12:51 am
ORD
-
ROC
5h 51m
1 stop
$355Delta
Sat, May 23 - Sat, May 30
JetBlue Logo
7:03 am - 2:16 pm
ROC
-
ORD
8h 13m
1 stop
JetBlue Logo
10:45 am - 11:37 pm
ORD
-
ROC
11h 52m
1 stop
$363JetBlue
Tue, Jun 9 - Sun, Jun 28
Delta Logo
5:48 pm - 8:31 pm
ROC
-
ORD
3h 43m
1 stop
Delta Logo
6:05 am - 12:51 am
ORD
-
ROC
17h 46m
1 stop
$369Delta
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 May.

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 $290 on the route between Rochester (ROC) and Chicago Midway Airport (MDW). 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, 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 May, where tickets cost $68 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $287 and $271 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 $439 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 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$118
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 12% 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 $118 for a one-way ticket and $285 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, Delta, and Air Canada 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?

    Star Alliance, and oneworld are the airline alliances operating flights between Rochester and Chicago, with Star Alliance 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 $391 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 $413 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 $210 or less one-way and $393 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 4314 reviews
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

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

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

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

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

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

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

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

Information on your arrival and departure airports