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$295+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
RST — MDW
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
1 adult, Economy
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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 November 21, 2025.

This Delta deal was found by Cheapflights users on 11/20. 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 12/306:20 amRST - MDW
1 stop4h 46mDelta
Sun 1/45:59 pmMDW - RST
1 stop5h 03mDelta
Deal found 11/20$348
This Delta deal was found by Cheapflights users on 11/20. 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 12/3012:46 pmRST - MDW
1 stop4h 33mDelta
Mon 1/57:16 pmMDW - RST
1 stop15h 49mDelta
Deal found 11/20$361
This Delta deal was found by Cheapflights users on 11/19. 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 12/1711:40 amRST - MDW
1 stop6h 38mDelta
Wed 12/2411:48 amMDW - RST
1 stop6h 08mDelta
Deal found 11/19$373
This Delta deal was found by Cheapflights users on 11/20. 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.
Thu 12/187:00 amRST - MDW
1 stop6h 10mDelta
Mon 12/225:59 pmMDW - RST
1 stop5h 03mDelta
Deal found 11/20$438
This Delta deal was found by Cheapflights users on 11/19. 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 11/267:00 amRST - MDW
2 stops5h 34mDelta
Fri 11/287:02 pmMDW - RST
1 stop3h 41mDelta
Deal found 11/19$445
This Delta deal was found by Cheapflights users on 11/20. 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 11/227:00 amRST - MDW
1 stop6h 07mDelta
Sun 11/239:34 amMDW - RST
2 stops8h 01mDelta
Deal found 11/20$469
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 12/511:40 amRST - MDW
1 stop6h 38mDelta
Tue 12/97:02 pmMDW - RST
1 stop3h 49mDelta
Deal found 11/20$508
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 12/197:00 amRST - MDW
2 stops5h 34mDelta
Fri 12/2611:48 amMDW - RST
1 stop6h 08mDelta
Deal found 11/20$554

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 November 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$295
(Delta)

Popular in

October

Cheapest in

February

Average price

$349
Provider with most accurate pricing for Rochester-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Rochester-Chicago Midway flights.
Search Deals
From Rochester to Chicago Midway
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 21, 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

Sat 2/14

11:39 am-9:08 am

1 stop21h 29m

Chicago Midway

Sun 2/15

5:00 pm-10:59 am

1 stop17h 59m

$295

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 3/11

11:15 am-6:34 pm

2 stops7h 19m

Chicago Midway

Wed 3/18

6:45 pm-11:41 pm

1 stop4h 56m

$334

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 2/12

6:48 am-1:09 pm

1 stop6h 21m

Chicago Midway

Sat 2/14

5:00 pm-10:48 pm

1 stop5h 48m

$348

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 12/30

6:20 am-11:06 am

1 stop4h 46m

Chicago Midway

Sun 1/4

5:59 pm-11:02 pm

1 stop5h 03m

$348

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 4/30

7:00 am-1:07 pm

1 stop6h 07m

Chicago Midway

Tue 5/5

9:30 am-4:02 pm

2 stops6h 32m

$354

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 12/30

12:46 pm-5:19 pm

1 stop4h 33m

Chicago Midway

Mon 1/5

7:16 pm-11:05 am

1 stop15h 49m

$361

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 1/9

6:45 am-1:09 pm

1 stop6h 24m

Chicago Midway

Sun 1/11

9:50 am-3:59 pm

1 stop6h 09m

$368

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 2/12

6:48 am-12:48 pm

2 stops6h 00m

Chicago Midway

Mon 2/16

7:17 pm-10:48 pm

1 stop3h 31m

$374

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 5/2

7:00 am-12:30 pm

2 stops5h 30m

Chicago Midway

Wed 5/6

2:00 pm-10:38 pm

1 stop8h 38m

$386

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 12/27

12:46 pm-5:19 pm

1 stop4h 33m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

  • Most accurate provider: When it comes to deals on Rochester, Minnesota-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Rochester, Minnesota-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Rochester, Minnesota-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rochester, Minnesota-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Rochester, Minnesota-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, August is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago Midway Airport (average of $77). Flying from Rochester, Minnesota to Chicago Midway Airport in July is currently the most expensive (average of $191). 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.

  • How long is the flight from Rochester, Minnesota to Chicago Midway Airport?

    A quick flight from Rochester, Minnesota to Chicago Midway Airport can take about 21h 29m. Delta provides one of the quickest options available for as low as $295. The distance between Rochester, Minnesota and Chicago Midway Airport is about 282 mi.

  • 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, August is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago Midway Airport (average of $77). Flying from Rochester, Minnesota to Chicago Midway Airport in July is currently the most expensive (average of $191). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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