ROC - MDW

$105 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 10/31. 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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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

Fri, Nov 14 - Mon, Nov 17
Multiple Airlines Logo
1:13 pm - 10:10 pmROC-MDW
9h 57m1 stop
Multiple Airlines Logo
9:27 am - 12:17 pmMDW-ROC
25h 50m1 stop
$226Multiple Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Multiple Airlines Logo
1:13 pm - 10:10 pmROC-MDW
9h 57m1 stop
Multiple Airlines Logo
1:37 pm - 12:17 pmMDW-ROC
21h 40m2 stops
$260Multiple Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
Multiple Airlines Logo
6:57 pm - 10:21 amROC-MDW
16h 24m2 stops
Multiple Airlines Logo
10:13 am - 8:48 pmMDW-ROC
9h 35m1 stop
$283Multiple Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
Southwest Logo
7:55 am - 8:45 amROC-MDW
1h 50mnonstop
Southwest Logo
6:55 pm - 9:30 pmMDW-ROC
1h 35mnonstop
$311Southwest
Find Deal
Sun, Feb 1 - Thu, Feb 5
Delta Logo
1:15 pm - 6:34 pmROC-MDW
6h 19m1 stop
Delta Logo
10:35 am - 5:33 pmMDW-ROC
5h 58m1 stop
$319Delta
Find Deal
Wed, Oct 15 - Sat, Oct 18
Southwest Logo
6:45 pm - 7:35 pmROC-MDW
1h 50mnonstop
Southwest Logo
6:00 am - 12:20 pmMDW-ROC
5h 20m1 stop
$321Southwest
Find Deal
Tue, Oct 28 - Wed, Oct 29
Southwest Logo
6:45 pm - 7:35 pmROC-MDW
1h 50mnonstop
Southwest Logo
1:15 pm - 10:25 pmMDW-ROC
8h 10m2 stops
$326Southwest
Find Deal
Tue, Mar 3 - Wed, Mar 4
Delta Logo
12:20 pm - 4:25 pmROC-MDW
5h 05m1 stop
Delta Logo
10:35 am - 5:33 pmMDW-ROC
5h 58m1 stop
$331Delta
Find Deal
Wed, Oct 22 - Fri, Oct 24
Southwest Logo
6:45 pm - 7:35 pmROC-MDW
1h 50mnonstop
Southwest Logo
6:55 pm - 9:30 pmMDW-ROC
1h 35mnonstop
$332Southwest
Find Deal
Sun, Feb 1 - Thu, Feb 5
Delta Logo
1:15 pm - 6:34 pmROC-MDW
6h 19m1 stop
Delta Logo
9:30 am - 3:34 pmMDW-ROC
5h 04m1 stop
$339Delta
Find Deal

Everything you should know

Top airlines
Southwest
Cheapest • from $311 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$226
Multiple Airlines
Fri 11/14Mon 11/17
ROC - MDW • 1 stop
Cheapest non-stop
$311
Southwest
Thu 10/23Mon 10/27
ROC - MDW • Non-stop
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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!
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 Thursday and avoiding Fridays 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.

No, with an average price for the route of $367, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$105
Most popular time to fly with an average 36% 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 $105 for a one-way ticket and $226 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, Delta, and JetBlue 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 Airbus A320-100/200 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 $174 or less one-way and $322 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

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 4242 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

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

Information on your arrival and departure airports

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