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$255+ Cheap flights from Rochester, MN (RST) to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
RST — MDW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Rochester to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Rochester (RST) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 14, 2025.

Round-trip from

$255
(Delta)

Popular in

June

Cheapest in

November

Average price

$349
From Rochester to Chicago Midway
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Rochester to Midway

Cheapest flights from Rochester to Midway
Explore the most affordable flight options available from Rochester to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:14 pmRST - MDW
1 stop18h 49mDelta
Sat 9/271:43 pmMDW - RST
1 stop7h 11mDelta
Deal found 8/13$255
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amRST - MDW
1 stop6h 03mDelta
Tue 9/301:43 pmMDW - RST
1 stop21h 02mDelta
Deal found 8/13$292
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1811:15 amRST - MDW
1 stop21h 31mDelta
Thu 11/279:20 amMDW - RST
1 stop7h 24mDelta
Deal found 8/13$295
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/247:00 amRST - MDW
2 stops5h 28mDelta
Sat 9/271:43 pmMDW - RST
1 stop7h 11mDelta
Deal found 8/13$297
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amRST - MDW
1 stop6h 03mDelta
Wed 9/247:15 pmMDW - RST
1 stop4h 13mDelta
Deal found 8/14$298
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1811:15 amRST - MDW
1 stop6h 52mDelta
Mon 11/246:45 pmMDW - RST
1 stop4h 49mDelta
Deal found 8/13$312
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:14 pmRST - MDW
1 stop18h 49mDelta
Tue 9/309:35 amMDW - RST
2 stops7h 59mDelta
Deal found 8/13$317
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/47:00 amRST - MDW
1 stop6h 08mDelta
Fri 11/77:10 pmMDW - RST
1 stop15h 46mDelta
Deal found 8/14$319
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:14 pmRST - MDW
1 stop18h 49mDelta
Wed 10/19:20 amMDW - RST
1 stop14h 08mDelta
Deal found 8/13$325
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2212:40 pmRST - MDW
1 stop5h 27mDelta
Wed 11/266:45 pmMDW - RST
1 stop4h 49mDelta
Deal found 8/13$328
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2212:40 pmRST - MDW
1 stop5h 27mDelta
Thu 11/279:20 amMDW - RST
1 stop7h 24mDelta
Deal found 8/13$332

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rochester to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Rochester to Chicago Midway Airport that are best for you.

Fly from

Rochester

Fly to

Midway

Route

Depart

Return

Price

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 9/26

6:14 pm-8:53 am

1 stop14h 39m

Chicago Midway

Mon 9/29

7:15 pm-5:34 pm

1 stop22h 19m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 9/26

6:14 pm-8:53 am

1 stop14h 39m

Chicago Midway

Tue 9/30

1:43 pm-11:28 pm

1 stop9h 45m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 9/22

6:14 pm-1:03 pm

1 stop18h 49m

Chicago Midway

Tue 9/30

1:43 pm-10:45 am

1 stop21h 02m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 9/22

6:14 pm-1:03 pm

1 stop18h 49m

Chicago Midway

Sat 9/27

1:43 pm-8:54 pm

1 stop7h 11m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 9/22

6:14 pm-1:03 pm

1 stop18h 49m

Chicago Midway

Mon 9/29

7:15 pm-10:45 am

1 stop15h 30m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 9/26

6:14 pm-8:53 am

1 stop14h 39m

Chicago Midway

Sat 9/27

1:43 pm-8:54 pm

1 stop7h 11m

$255

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 9/24

11:25 am-5:35 pm

1 stop6h 10m

Chicago Midway

Sat 9/27

1:43 pm-8:54 pm

1 stop7h 11m

$292

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 9/23

11:25 am-5:35 pm

1 stop6h 10m

Chicago Midway

Sat 9/27

1:43 pm-8:54 pm

1 stop7h 11m

$292

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 9/24

11:25 am-5:35 pm

1 stop6h 10m

Chicago Midway

Mon 9/29

7:15 pm-10:45 am

1 stop15h 30m

$292

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 9/27

11:25 am-8:53 am

1 stop21h 28m

Chicago Midway

Mon 9/29

7:15 pm-10:45 am

1 stop15h 30m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 16 results
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Best time to book a flight from Rochester to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Rochester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Rochester to Chicago Midway Airport

What is the cheapest month to book a flight from Rochester, Minnesota to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago Midway Airport (average of $160). Flying from Rochester, Minnesota to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Rochester to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Rochester to Chicago Midway?

    If you book a flight to Chicago Midway from Rochester, you will be flying from Rochester, which is the city’s only airport. Rochester (RST) is located 7.0 mi from the center of Rochester. There are 0 flights from Rochester to Chicago Midway per day from 0 different airlines.

  • Can I find deals for flights from Rochester to Midway that include hotel bookings?

    Yes. In addition to deals on Rochester to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rochester to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rochester to Midway.

  • Can I find deals for business class flights from Rochester to Midway?

    Yes. Cheapflights offers flight deals from Rochester to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Rochester, Minnesota to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago Midway Airport (average of $160). Flying from Rochester, Minnesota to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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