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$145 Cheap Flights from Chicago (MDW) to Rochester (ROC)

View $145 flight on Wed, Dec 16, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Greater Rochester Intl. Airport (ROC)

Cheap Flights from Chicago to Rochester (MDW-ROC)

Prices were available within the past 7 days and start at $145 for one-way flights and $289 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Dec 16 - Tue, Jan 5
MDW
Chicago
ROC
Rochester
$289 Roundtrip, just found
$289
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Dec 16 from Chicago to Rochester, returning Tue, Jan 5, priced at $289 just found
Delta
Wed, Dec 16 - Tue, Jan 5
MDW
Chicago
ROC
Rochester
$299 Roundtrip, just found
$299
Roundtrip
just found
Select Delta flight, departing Wed, Dec 16 from Chicago to Rochester, returning Tue, Jan 5, priced at $299 just found
Southwest Airlines
Wed, Dec 16 - Mon, Jan 11
MDW
Chicago
ROC
Rochester
$306 Roundtrip, just found
$306
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Dec 16 from Chicago to Rochester, returning Mon, Jan 11, priced at $306 just found
Delta
Sat, Oct 24 - Tue, Oct 27
MDW
Chicago
ROC
Rochester
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 24 from Chicago to Rochester, returning Tue, Oct 27, priced at $309 found 1 day ago
Southwest Airlines
Wed, Dec 16 - Mon, Jan 11
MDW
Chicago
ROC
Rochester
$316 Roundtrip, just found
$316
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Dec 16 from Chicago to Rochester, returning Mon, Jan 11, priced at $316 just found
Southwest Airlines
Wed, Dec 16 - Mon, Jan 11
MDW
Chicago
ROC
Rochester
$321 Roundtrip, just found
$321
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Dec 16 from Chicago to Rochester, returning Mon, Jan 11, priced at $321 just found
Southwest Airlines
Sat, Oct 31 - Mon, Nov 2
MDW
Chicago
ROC
Rochester
$323 Roundtrip, found 1 hour ago
$323
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Oct 31 from Chicago to Rochester, returning Mon, Nov 2, priced at $323 found 1 hour ago
Delta
Wed, Dec 16 - Mon, Jan 11
MDW
Chicago
ROC
Rochester
$326 Roundtrip, just found
$326
Roundtrip
just found
Select Delta flight, departing Wed, Dec 16 from Chicago to Rochester, returning Mon, Jan 11, priced at $326 just found
Southwest Airlines
Fri, Oct 23 - Sat, Oct 24
MDW
Chicago
ROC
Rochester
$327 Roundtrip, found 2 days ago
$327
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Oct 23 from Chicago to Rochester, returning Sat, Oct 24, priced at $327 found 2 days ago
Southwest Airlines
Wed, Oct 28 - Mon, Nov 2
MDW
Chicago
ROC
Rochester
$331 Roundtrip, found 2 days ago
$331
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Oct 28 from Chicago to Rochester, returning Mon, Nov 2, priced at $331 found 2 days ago

Alternative airports near Rochester

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Greater Rochester Intl. ROC. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $539
ROC
Greater Rochester Intl.
CheapestClosest
Average driving time to city center8 min
Flights from $539

What you need to know for your flight from Midway Intl. to Greater Rochester Intl.

Chicago (MDW) to Rochester (ROC) at a glance

Explore a range of options for flights from Chicago (MDW) to Rochester (ROC) on this domestic short-haul route. Whether you're looking for cheap flights from Chicago or prefer a full-service experience, you can easily compare itineraries to find the best fit for your budget and schedule. Get ready to discover the iconic sights and vibrant neighborhoods of Rochester as you plan your journey from Midway International Airport to Greater Rochester International Airport.

  • Fastest flight duration: around 1h 30m non-stop
  • Route distance: roughly 500 miles (800 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $110–$300, depending on seasonality and how far ahead you book

Flights from Midway International Airport (MDW) to Greater Rochester International Airport (ROC)

Based on the latest traveler bookings, here are the top airlines preferred for flights from Chicago to Rochester, typically offering non-stop and one-stop options. Common layover points include Detroit Metropolitan Wayne County Airport (DTW) with a layover of about 50 minutes, and Baltimore Washington International Thurgood Marshall Airport (BWI) with a roughly 1 hour and 15 minutes layover. This variety allows you to balance price, total travel time, and cabin class to create the ideal itinerary.

  • Southwest Airlines: This budget-friendly airline provides both non-stop and one-stop flights, with one-way ticket prices generally falling between $120 and $300. It dominates the route with around 89% of departures, and travelers can expect a direct flight duration of about 1 hour and 30 minutes.
  • Delta: Operating as a full-service airline, Delta offers one-stop flights with one-way fares usually ranging from $110 to $295. It makes up around 11% of the departures on this route, featuring an in-flight time of approximately 2 hours and 45 minutes, leading to a total travel duration of about 3 hours and 30 minutes, including layover time.

Alternative route from Chicago (MDW) to Rochester (ROC)

  • Chicago to Rochester (ORD-ROC): O'Hare International Airport (ORD) is located approximately 16 miles from Midway International Airport (MDW). One-way economy fares for this journey generally fall between $100 and $360, influenced by the time of year and how far in advance tickets are purchased. Travelers can choose from both non-stop and one-stop flight options. Major airlines serving this route include United and American Airlines. Additionally, first-class service is available on this route.

How to find the best prices for flights from Chicago (MDW) to Rochester (ROC)

Getting some of the best deals on flights from Chicago to Rochester is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, which aligns with when most travelers make their reservations. Evening departures between 6 PM and 12 AM are often less expensive and are popular among flyers. Additionally, flying on Tuesday generally results in lower prices, while Friday remains the most favored travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Greater Rochester International Airport from Midway International Airport

Rochester welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Here's how to reach Rochester efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Rochester, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Greater Rochester International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Greater Rochester International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Greater Rochester International Airport, both Rochester Bus Station, a bus station, and Rochester Station, a train station, are conveniently located about 4.7 miles away by car, providing easy access to public transportation options for travelers.

Frequently asked questions

How much does a flight from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) cost?
You can find cheap one-way flights from $145 and cheap return flights from $289 Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) with Expedia. One-way flights usually range from $216 to $632, and return flights typically cost between $325 and $931. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
The cheapest month to fly from MDW to ROC is December when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
Enter MDW to ROC and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
Southwest Airlines is one of the cheapest airlines offering nonstop flights from Chicago (MDW) to Rochester (ROC), with round-trip tickets starting from around $391. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
To find a cheap flight from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
The best airline to fly with from Chicago, IL (MDW) to Rochester, NY (ROC) will differ from traveler to traveler. If you like to fly early, WN offers early morning flights. If price is the most important factor, WN typically offers the lowest fares. WN also offers the most daily flights from Chicago to Rochester, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
You can find approximately 2 nonstop flights per day from Midway Intl. (MDW) to Greater Rochester Intl. (ROC). For more options, look at flights that include layovers.
What is the earliest flight from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
The earliest flight from Midway International Airport (MDW) in Chicago to Greater Rochester International Airport (ROC) typically departs at around 5:00 AM, operated by Southwest Airlines. This seasonal service is available in July, allowing you to make the most of your day in Rochester. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
The most popular departure times for flights from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) are in the afternoon, from 12pm to 3pm. About 29% of passengers prefer this time window. Many major carriers, including Southwest Airlines, offer flights during this window. This timing works well because it allows you to enjoy your morning in Chicago before heading to Rochester.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
Direct flights from MDW to ROC usually take about 1 hour 30 minutes, traveling roughly 522 miles. If you opt for a connecting flight, expect to add around 3 hours 30 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
First class seats are offered on the MDW to ROC route with Delta Air Lines.
How do I earn miles on a Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Rochester from Midway Intl. (MDW)?
When traveling from Midway Intl. (MDW) to Rochester, you can fly into Greater Rochester Intl. (ROC) and Rochester Intl. (RST). Some flights may connect through major hubs like Detroit Metropolitan Wayne County (DTW), Nashville Intl. (BNA), Cincinnati - Northern Kentucky Intl. (CVG) before reaching Rochester. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) flight and hotel package?
Securing a Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) Rochester Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.)?
If you booked your Chicago, IL (MDW-Midway Intl.) to Rochester, NY (ROC-Greater Rochester Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Greater Rochester Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$289
Distance
521 mi
Average flight time
2 hours 42 mins

Book with confidence

Chicago to Rochester Flights

The cheapest times to fly from Chicago to Rochester

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Rochester are during the month of December. You can find some of the cheapest flights from Chicago to Rochester with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Rochester

Sunday is one of the best days to book for cheap flights from Chicago to Rochester: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Rochester

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Rochester in 2026. You can also book with separate airlines for your outbound and return journeys, from $145 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Rochester flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Rochester airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Rochester Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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