ROC - MDW

$139 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 7/16. 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

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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Flights 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

Sat, Aug 30 - Tue, Sep 2
Southwest Logo
7:45 am - 8:35 amROC-MDW
1h 50mnonstop
Southwest Logo
6:00 pm - 8:40 pmMDW-ROC
1h 40mnonstop
$285Southwest
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Sat, Jul 12 - Sat, Jul 19
Delta Logo
6:00 am - 9:45 amROC-MDW
4h 45m1 stop
Delta Logo
9:25 am - 4:40 pmMDW-ROC
6h 15m1 stop
$297Delta
Find Deal
Sat, Aug 30 - Tue, Sep 2
Southwest Logo
7:45 am - 8:35 amROC-MDW
1h 50mnonstop
Southwest Logo
6:25 am - 12:05 pmMDW-ROC
4h 40m1 stop
$304Southwest
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Sun, Sep 21 - Tue, Sep 23
Delta Logo
6:00 am - 8:45 amROC-MDW
3h 45m1 stop
Delta Logo
10:35 am - 5:32 pmMDW-ROC
5h 57m1 stop
$305Delta
Find Deal
Fri, Aug 1 - Mon, Aug 4
Southwest Logo
8:10 pm - 9:00 pmROC-MDW
1h 50mnonstop
Southwest Logo
8:00 am - 5:15 pmMDW-ROC
8h 15m2 stops
$309Southwest
Find Deal
Sat, Aug 30 - Tue, Sep 2
Southwest Logo
7:45 am - 8:35 amROC-MDW
1h 50mnonstop
Southwest Logo
10:30 am - 10:05 pmMDW-ROC
10h 35m2 stops
$315Southwest
Find Deal
Thu, Jul 24 - Sun, Jul 27
Southwest Logo
8:10 pm - 9:00 pmROC-MDW
1h 50mnonstop
Southwest Logo
1:25 pm - 4:00 pmMDW-ROC
1h 35mnonstop
$320Southwest
Find Deal
Sat, Aug 30 - Tue, Sep 2
Southwest Logo
11:05 am - 6:30 pmROC-MDW
8h 25m2 stops
Southwest Logo
6:00 pm - 8:40 pmMDW-ROC
1h 40mnonstop
$324Southwest
Find Deal
Fri, Aug 1 - Mon, Aug 4
Southwest Logo
8:10 pm - 9:00 pmROC-MDW
1h 50mnonstop
Southwest Logo
4:50 pm - 7:25 pmMDW-ROC
1h 35mnonstop
$328Southwest
Find Deal
Sat, Aug 9 - Mon, Aug 11
Delta Logo
6:35 am - 8:44 amROC-MDW
3h 09m1 stop
Delta Logo
10:11 am - 5:35 pmMDW-ROC
6h 24m1 stop
$329Delta
Find Deal
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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.

Which airlines provide the cheapest flights from Rochester to Chicago Midway Airport?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Rochester to Chicago Midway Airport were found on Southwest ($285) and Delta ($297).

Which airlines fly non-stop between Rochester and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Rochester to Chicago Midway Airport.

There is just one airline that flies from Rochester to Chicago Midway Airport direct and that is Southwest. The best round-trip deal found from Southwest for the route is $287.

Good to know

High seasonOctober
Cheapest flight$139
Most popular time to fly with an average 47% increase in price.
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 $139 for a one-way ticket and $285 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 Rochester 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, 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 Boeing 737-700 Passenger/BBJ1 (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.

  • Which is the best airline for flights from Rochester to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Rochester to Chicago are Southwest and Delta. With an average price for the route of $381 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $418 and an overall rating of 8.0.

  • 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 $156 or less one-way and $299 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 Rochester Greater Rochester Intl to Chicago Midway.
Find which airlines fly direct from Rochester Greater Rochester Intl Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Rochester 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 Rochester 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

Top airlines 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 4278 reviews
8.0Comfort
8.2Boarding
8.6Crew
7.6Entertainment
7.1Food
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Seats were really tight and the seat belts did not give enough slack.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

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

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