$173 Cheap Flights from Rochester (RST) to Chicago (MDW)

View $173 flight on Wed, Feb 18, 2026Opens in a new window

Popular airlines from Rochester, MN (RST-Rochester Intl.) to Chicago Midway Airport (MDW)

Cheap Flights from Rochester to Chicago (RST-MDW)

Prices were available within the past 7 days and start at $173 for one-way flights and $275 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Dec 10 - Tue, Dec 16
RST
Rochester
MDW
Chicago
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 10 from Rochester to Chicago, returning Tue, Dec 16, priced at $275 found 1 day ago
Delta
Mon, Dec 15 - Thu, Dec 25
RST
Rochester
MDW
Chicago
$295 Roundtrip, found 6 hours ago
$295
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Dec 15 from Rochester to Chicago, returning Thu, Dec 25, priced at $295 found 6 hours ago
Delta
Wed, Dec 10 - Sat, Dec 20
RST
Rochester
MDW
Chicago
$302 Roundtrip, found 1 day ago
$302
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 10 from Rochester to Chicago, returning Sat, Dec 20, priced at $302 found 1 day ago
Delta
Tue, Feb 3 - Sat, Feb 14
RST
Rochester
MDW
Chicago
$310 Roundtrip, found 6 days ago
$310
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Feb 3 from Rochester to Chicago, returning Sat, Feb 14, priced at $310 found 6 days ago
Delta
Mon, Dec 15 - Sat, Dec 20
RST
Rochester
MDW
Chicago
$312 Roundtrip, found 6 hours ago
$312
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Dec 15 from Rochester to Chicago, returning Sat, Dec 20, priced at $312 found 6 hours ago
Delta
Tue, Feb 3 - Mon, Feb 9
RST
Rochester
MDW
Chicago
$315 Roundtrip, found 6 days ago
$315
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Feb 3 from Rochester to Chicago, returning Mon, Feb 9, priced at $315 found 6 days ago
Delta
Thu, Jan 8 - Mon, Jan 26
RST
Rochester
MDW
Chicago
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jan 8 from Rochester to Chicago, returning Mon, Jan 26, priced at $315 found 1 day ago
Delta
Wed, Dec 10 - Thu, Dec 18
RST
Rochester
MDW
Chicago
$322 Roundtrip, found 1 day ago
$322
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 10 from Rochester to Chicago, returning Thu, Dec 18, priced at $322 found 1 day ago
Delta
Tue, Nov 25 - Tue, Dec 2
RST
Rochester
MDW
Chicago
$328 Roundtrip, found 5 days ago
$328
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 25 from Rochester to Chicago, returning Tue, Dec 2, priced at $328 found 5 days ago
Delta
Mon, Dec 15 - Sun, Dec 28
RST
Rochester
MDW
Chicago
$332 Roundtrip, found 6 hours ago
$332
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Dec 15 from Rochester to Chicago, returning Sun, Dec 28, priced at $332 found 6 hours ago

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $399
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $399

Frequently asked questions

How much does a flight from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $173 or cheap return flight from $275 from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW)?
December is the cheapest month to fly from RST to MDW. Traveling outside of peak seasons is often the key to finding a great deal.
What is the cheapest airline that flies from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll fly you from RST to MDW. Then, sort your results by "Price (lowest to highest)" to score a good deal.
How many flights per day from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW)?
Direct flights from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from RST to MDW?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can change depending on various factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW)?
To arrive at Midway Intl. Airport (MDW) on time, choose a flight that leaves from Rochester Intl. Airport (RST) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Rochester Intl. Airport (RST)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Rochester Intl. Airport (RST). Compare your options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW) last-minute?
Booking your plane ticket from RST to MDW shortly before your getaway is generally more expensive. However, if there's some wiggle room with your travel dates and times, you could score a cheap last-minute fare.
Is it cheaper to book a RST to MDW flight and hotel package?
You'll typically save money by securing a RST to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After selecting your preferred flights and accommodations, you can add extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Rochester Intl. Airport (RST) to Midway Intl. Airport (MDW)?
In most instances, you can reschedule or cancel your RST to MDW flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you'd like more details, visit our Customer Service portal.

Travel information

Origin airport
Rochester Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$274
Distance
281 mi

Book with confidence

Rochester to Chicago Flights

The cheapest times to fly from Rochester to Chicago

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 Rochester to Chicago are during the month of December. You can find some of the cheapest flights from Rochester to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Rochester to Chicago

Sunday is one of the best days to book for cheap flights from Rochester to Chicago: 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 Rochester to Chicago

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 Rochester to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $173 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 Rochester to Chicago 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 Rochester to Chicago 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.

 

Rochester to Chicago Flights

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*Available to One Key members.