ROC - MDW

$125 Find Cheap Flights from Rochester to Chicago Midway Airport

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 Midway 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 Midway Airport

 
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
Southwest
Tue 5/26Tue 6/2
ROC - MDW • Non-stop
Cheapest one-way
$125
Multiple Airlines
Wed 5/27
ROC - MDW • 2 stops
Top airlines
Southwest
Cheapest • from $335 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 50m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Rochester to Midway (ROC-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rochester to Midway 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 Midway

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
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
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
Sat, May 23 - Sat, May 30
Southwest Logo
4:55 pm - 8:40 pm
ROC
-
MDW
4h 45m
1 stop
Southwest Logo
3:35 pm - 6:05 pm
MDW
-
ROC
1h 30mnonstop
$353Southwest
Tue, Jun 2 - Thu, Jun 4
Southwest Logo
6:40 pm - 7:30 pm
ROC
-
MDW
1h 50mnonstop
Southwest Logo
6:50 pm - 9:25 pm
MDW
-
ROC
1h 35mnonstop
$354Southwest
Sat, May 23 - Sat, May 30
Southwest Logo
8:05 am - 8:55 am
ROC
-
MDW
1h 50mnonstop
Southwest Logo
7:40 am - 3:55 pm
MDW
-
ROC
7h 15m
2 stops
$358Southwest
Tue, May 26 - Tue, Jun 2
Southwest Logo
6:35 am - 2:05 pm
ROC
-
MDW
8h 30m
2 stops
Southwest Logo
9:25 am - 6:00 pm
MDW
-
ROC
7h 35m
1 stop
$360Southwest
Tue, Jun 2 - Thu, Jun 4
Southwest Logo
6:40 pm - 7:30 pm
ROC
-
MDW
1h 50mnonstop
Southwest Logo
5:20 pm - 12:15 am
MDW
-
ROC
5h 55m
1 stop
$364Southwest
Tue, May 26 - Tue, Jun 2
Southwest Logo
12:35 pm - 7:45 pm
ROC
-
MDW
8h 10m
2 stops
Southwest Logo
12:45 pm - 10:05 pm
MDW
-
ROC
8h 20m
2 stops
$366Southwest
Booking Insights

KAYAK's insights & trends for Rochester to Midway flights

Get data-powered insights and trends into flights from Rochester to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Rochester to Chicago Midway Airport?

The average price of all round-trip flights from Rochester to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

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

Can I save money by flying with a layover from Rochester to Chicago Midway Airport?

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 $411 on average.

Find deals

Good to know

Cheapest flight$125
Flight from Rochester to Chicago Midway Airport

When to book flights from Rochester to Midway

Are your dates flexible? Find out the best times to travel from Rochester to Midway 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 Rochester to Chicago Midway Airport flights

  • What is the cheapest flight from Rochester to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Rochester to Chicago Midway Airport was $125 for a one-way ticket and $335 for a round-trip.

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

    No, a passport isn't needed to fly from Rochester to Chicago Midway Airport. However, local authorities might ask for an official ID.

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

    Rochester airport is called Greater Rochester Intl and the only airport in Chicago Midway Airport is Chicago Midway.

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

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Rochester to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Rochester to Chicago Midway Airport?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Rochester to Chicago Midway Airport flight route.

  • On which days can I fly direct from Rochester to Chicago Midway Airport?

    There are nonstop flights from Rochester to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Rochester to Chicago Midway Airport?

    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 Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rochester to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport 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 Midway Airport?

    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 Midway Airport with an airline and back to Rochester with another airline. Booking your flights between Rochester and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rochester to Chicago Midway Airport?

    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 Midway Airport 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 Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $213 or less one-way and $399 or less round-trip.

Prefer to fly direct from Rochester to Chicago Midway Airport?

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

Direct departures

Greater Rochester Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Greater Rochester Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Rochester to Midway

 
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 Midway? 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
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
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.

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

Information on your arrival and departure airports

Rochester (ROC)
Midway (MDW)