RST - CHI

$222 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 9/23. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$258
Delta
Mon 8/24Mon 8/31
RST - MDW • 1 stop
Cheapest non-stop
$323
Typical prices: $369-$476
American Airlines
Wed 9/9Wed 9/16
RST - ORD • Non-stop
Top airlines
Cheapest • from $258 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines. Average duration is 1h 42m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to travel
Cheapest • 21% price drop
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
Flight Deals

Cheap Flights from Rochester to Chicago (RST-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

Mon, Aug 24 - Mon, Aug 31
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:45 pm
MDW
-
RST
3h 20m
1 stop
$258Delta
Tue, Aug 25 - Wed, Sep 2
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
9:59 am - 4:04 pm
MDW
-
RST
6h 05m
1 stop
$258Delta
Thu, Aug 27 - Tue, Sep 1
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:45 pm
MDW
-
RST
3h 20m
1 stop
$258Delta
Thu, Aug 27 - Thu, Sep 3
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:45 pm
MDW
-
RST
3h 20m
1 stop
$258Delta
Thu, Sep 3 - Sat, Sep 5
Delta Logo
5:28 am - 8:39 am
RST
-
MDW
3h 11m
1 stop
Delta Logo
4:52 pm - 10:27 pm
MDW
-
RST
5h 35m
1 stop
$258Delta
Thu, Aug 27 - Mon, Aug 31
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:45 pm
MDW
-
RST
3h 20m
1 stop
$258Delta
Mon, Aug 24 - Thu, Sep 3
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
9:59 am - 4:04 pm
MDW
-
RST
6h 05m
1 stop
$258Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:45 pm
MDW
-
RST
3h 20m
1 stop
$258Delta
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
5:43 am - 7:30 am
RST
-
ORD
1h 47mnonstop
American Airlines Logo
10:33 pm - 11:59 pm
ORD
-
RST
1h 26mnonstop
$323American Airlines
Wed, Aug 26 - Sat, Aug 29
American Airlines Logo
6:00 am - 7:39 am
RST
-
ORD
1h 39mnonstop
American Airlines Logo
10:35 pm - 11:59 pm
ORD
-
RST
1h 24mnonstop
$324American 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.

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 $298 on the route between Rochester (RST) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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 your flying dates are flexible, you should consider flying to Chicago on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Rochester to Chicago. For your return ticket, we recommend flying on a Saturday and avoiding Mondays for the best deals.

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 June, where tickets cost $336 (return) on average. On the other hand, the most expensive months are October and July, where the average cost of round-trip tickets is $509 and $471 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 2 stops layover the cheapest option at $328 on average.

Good to know

Low season

August

Cheapest flight

$222
Best time to beat the crowds with an average 43% drop in price.
Most popular time to fly and prices are also 17% 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 is the cheapest flight from Rochester to Chicago?

    In the last 5 days, the lowest price for a flight from Rochester to Chicago was $222 for a one-way ticket and $258 for a round-trip.

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

    No

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

    On your way to Chicago, you’ll fly out from Rochester. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

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

    American Airlines, Aeromexico, 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 170 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, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Rochester to Chicago are United Airlines and American Airlines. With an average price for the route of $298 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $426 and an overall rating of 7.1.

  • 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 $326 or less one-way and $390 or less round-trip.

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 Rochester to Chicago.
Find which airlines fly direct from Rochester Airport to Chicago, which days they fly and book direct flights.

Direct departures

Rochester to Chicago

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago to Rochester

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airlines flying 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.
7.4
United AirlinesOverall score based on 10046 reviews
7.7Boarding
7.1Entertainment
6.6Food
7.3Comfort
8.1Crew
Airline reviews

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

8.0 ExcellentAnonymous, Jul 2026
PHX - ORD
Read more United Airlines reviews

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 flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

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.

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

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

My luggage was not sent with us. Not sure if this is Envoy Air responsibility but that was a very BAD experience

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

It was probably not the fault of the airline, but we taxied for about 15 minutes after landing and also had to wait 5 minutes or so near our gate.

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

Information on your arrival and departure airports