Skyscanner

Cheap Flights from Rochester to Chicago

Compare Rochester to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Rochester to Chicago

Looking for a cheap last-minute deal or the best return flight from Rochester to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.R 1,486 per passenger.Departing Fri, 3 Oct.One-way flight with Avelo Airlines.Outbound indirect flight with Avelo Airlines, departs from Rochester on Fri, 3 Oct, arriving in Chicago Rockford.Price includes taxes and charges.From R 1,486, select.
Chicago.R 1,625 per passenger.Departing Mon, 15 Dec.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Rochester on Mon, 15 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,625, select.
Chicago.R 1,635 per passenger.Departing Fri, 14 Nov.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Rochester on Fri, 14 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 1,635, select.
Chicago.R 2,143 per passenger.Departing Sat, 17 Jan.One-way flight with United.Outbound direct flight with United departs from Rochester on Sat, 17 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,143, select.
Chicago.R 2,573 per passenger.Departing Tue, 11 Nov.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Rochester on Tue, 11 Nov, arriving in Chicago Midway.Price includes taxes and charges.From R 2,573, select.
Chicago.R 2,573 per passenger.Departing Tue, 14 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Rochester on Tue, 14 Oct, arriving in Chicago Midway.Price includes taxes and charges.From R 2,573, select.
Chicago.R 2,676 per passenger.Departing Wed, 10 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Rochester on Wed, 10 Dec, arriving in Chicago Midway.Price includes taxes and charges.From R 2,676, select.
Chicago.R 2,789 per passenger.Departing Mon, 29 Sep.One-way flight with Breeze Airways.Outbound indirect flight with Breeze Airways, departs from Rochester on Mon, 29 Sep, arriving in Chicago Midway.Price includes taxes and charges.From R 2,789, select.

Find the cheapest month to fly from Rochester to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Rochester to Chicago flights are currently cheapest in October.
Sep
from R 2,789
Oct
from R 1,486
Nov
from R 1,635
Dec
from R 1,625
Jan
from R 2,143
Feb
Find prices
Mar
from R 3,365
Apr
Find prices
May
Find prices
Jun
Find prices
Jul
Find prices
Aug
Find prices

Direct flights from Rochester to Chicago

Alternative Rochester to Chicago routes

Looking for the cheapest, fastest or easiest route from Rochester to Chicago? You could fly into the following airports instead.

Rochester to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 1,486
Cheapest month to flyOctober
Average flight time2 hrs, 3 mins
Most popular airlineAmerican Airlines
Average flights per week244

Finding cheap flights from Rochester to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Rochester to Chicago is R 3,260. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 2 minutes is the average flight time from Rochester to Chicago.
American Airlines, Alaska Airlines and Envoy Air fly direct from Rochester to Chicago.
As of September 2025, there are 244 flights per week flying from Rochester to Chicago.
The cheapest month to fly from Rochester to Chicago is usually October.
If you're flying from Rochester Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from R 3,260.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Rochester Airport to Chicago on Thursday, 16 October 2025.
Yes – the average flight time is 2 hours and 2 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In September, the average temperature is usually around 18°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Spirit Airlines and United offer the cheapest flight tickets to Chicago.

Travelling from Greater Rochester International Airport (ROC) to Chicago: what you need to know

  • Book a direct flight from Greater Rochester International Airport to Chicago and you'll be travelling for around 1 hour 50 minutes.

  • The timezone in Chicago is UTC-5. The city is one hour behind Rochester, where Greater Rochester International Airport is located.

  • The busiest route is from Greater Rochester International Airport (ROC) to O'Hare International Airport (ORD). Take your pick of 46 services every week between these two airports. If you want to head off as soon as possible, the earliest flight from ROC to ORD is the 05:00 United Airlines service. If you'd rather travel later, the final departure is at 18:50 with American Airlines.

  • For hassle-free travel, arrive at the airport two hours ahead of international flights and one hour before domestic departures. That way, you can comfortably catch your ROC to Chicago flight.

  • Delays at check-in and security are likely if you're jetting off during high season, so allow a bit more breathing room. A good general rule for peak periods? Arrive up to four hours early for international flights and two hours for domestic departures.

  • You can book a direct Greater Rochester International Airport to Chicago ticket. Begin your trip at ROC and land at O'Hare International Airport (ORD).

  • Well-known airlines that offer direct flights from Greater Rochester International Airport to Chicago include:

  • Located around 6 kilometres from the centre of Rochester, ROC can be reached in about 15 minutes by car (depending on traffic). Travelling on public transport will take roughly 1 hour 35 minutes.

  • Want a relaxed start to your holiday? Stay near ROC. Whether you're catching an early flight from Greater Rochester International Airport to Chicago or want to avoid feeling rushed, these hotels are a convenient choice:

  • When it comes to Greater Rochester International Airport's on-time performance, data shows 73.76% of flights complete their journey on time.

  • You'll find ROC at 1200 Brooks Avenue.

How to find the cheapest flights from Greater Rochester International Airport (ROC) to Chicago

  • R 1,489 is the lowest price we've seen for a one-way Greater Rochester International Airport to Chicago flight. A return ticket right now is R 3,260. Depending on the availability when you book, these fares could change.

  • To score cheap flights from ROC to Chicago, reserve your journey one month before your planned departure.

  • Schedule your trip for May. That's the best month for scoring a bargain on Greater Rochester International Airport to Chicago tickets. If your travel dates are flexible, use the 'Whole month' tool to access the cheapest price across each month.

  • Picking up a cheap flight from ROC to Chicago couldn't be easier with Price Alerts. All you need to do is create one of these automatic notifications and we'll get in touch as soon as a deal gets even better.

  • Select your preferred arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from Greater Rochester International Airport to Chicago by 'Cheapest,' 'Best' or 'Fastest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It'll take you about 35 minutes to get to the centre driving.

  • If you're travelling on public transport, expect a journey time of about 55 minutes.

  • Consider booking a hotel close to ORD if you have a late flight from Greater Rochester International Airport to Chicago. Pick one of these options and make your arrival easier:

  • Pick up an O'Hare International Airport rental car and explore Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top providers you can book with here.

  • Secure the lowest price by booking your ride from O'Hare International Airport about four weeks before your flight from ROC to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 19 kilometres from the centre of Chicago. Following your flight from Greater Rochester International Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a cab or ride-share.

  • Travelling by public transport will take about 45 minutes.

  • Hang the 'Do not disturb' sign on your door and relax at a hotel near MDW. Here are a few options where you can tuck yourself in after your ROC to Chicago flight:

  • Forget about inconvenient public transport timetables or slow-moving cab lines. Pick up a Chicago Midway International Airport rental car and go in any direction that inspires you. Check out the rates and availability from Dollar, Hertz and Budget.

  • Lock in the best price by securing your ride from MDW four weeks ahead of time. You'll also have access to a greater range of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is around 137 kilometres from the centre of Chicago. It takes about 1 hour 25 minutes to reach the city centre by cab or ride-share once you've hopped off your flight from Greater Rochester International Airport to Chicago.

  • The journey will take around 4 hours 15 minutes when travelling by public transport.

  • Enjoy a restful, unhurried start to your trip by choosing a hotel near RFD after your ROC to Chicago flight. Rest up after a long day of travel or just take a moment to find your footing in a new city at:

  • Whether you're searching for a budget-friendly compact for a solo trip or a roomy SUV to transport your group, you'll find the ideal Chicago Rockford International Airport rental car for your needs. Check out the range of wheels available from companies such as Budget, Alamo and National.

  • If you prefer a specific type of vehicle, booking early increases your chances of snagging what you want. Reserve your ride from RFD a couple of weeks ahead of your flight from Greater Rochester International Airport to Chicago.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • Before securing your flights from Greater Rochester International Airport to Chicago, consider which time of year is best for you. Peak season in Chicago offers a lively atmosphere and plenty of activities, while low season brings cheaper deals on hotels and smaller crowds.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Lock in your Greater Rochester International Airport to Chicago flight ticket then if that's your definition of good weather.

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from ROC to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

Explore more of United States

  • Chicago has its own special appeal, but there are so many other corners of United States waiting to be explored. Around 451 kilometres south-east of Chicago, a trip to Columbus will keep your itinerary busy. Start with attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you're looking to explore another great destination in United States, head for Indianapolis, about 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are highlights.

Plan the rest of your trip from Rochester to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.