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Midway

$317+ Cheap flights from Rochester, MN (RST) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
RST — MDW
May 17 — May 241
Sun 5/17
Sun 5/24
1 adult, Economy
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Cheap 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 April 17, 2026.

This Delta deal was found by Cheapflights users on 4/14. 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 5/195:30 am
RST
-
MDW
1 stop7h 49m
Delta
Wed 5/279:23 am
MDW
-
RST
1 stop13h 21m
Delta
Deal found 4/14$354
This Delta deal was found by Cheapflights users on 4/14. 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 5/195:30 am
RST
-
MDW
1 stop7h 49m
Delta
Sat 5/237:13 pm
MDW
-
RST
1 stop3h 31m
Delta
Deal found 4/14$360
This Delta deal was found by Cheapflights users on 4/16. 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 5/305:30 am
RST
-
MDW
1 stop3h 12m
Delta
Sat 6/67:13 pm
MDW
-
RST
1 stop3h 31m
Delta
Deal found 4/16$366
This Delta deal was found by Cheapflights users on 4/14. 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.
Sat 5/235:30 am
RST
-
MDW
2 stops7h 12m
Delta
Wed 5/279:22 am
MDW
-
RST
2 stops6h 43m
Delta
Deal found 4/14$377
This Delta deal was found by Cheapflights users on 4/14. 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.
Mon 6/2911:29 am
RST
-
MDW
2 stops21h 45m
Delta
Sat 7/46:55 pm
MDW
-
RST
1 stop3h 33m
Delta
Deal found 4/14$381
This Delta deal was found by Cheapflights users on 4/14. 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 5/265:30 am
RST
-
MDW
2 stops7h 12m
Delta
Tue 6/26:36 pm
MDW
-
RST
2 stops16h 17m
Delta
Deal found 4/14$382
This Delta deal was found by Cheapflights users on 4/14. 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 5/195:30 am
RST
-
MDW
1 stop7h 49m
Delta
Thu 5/289:23 am
MDW
-
RST
1 stop6h 42m
Delta
Deal found 4/14$384
This Delta deal was found by Cheapflights users on 4/14. 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.
Sat 5/2311:33 am
RST
-
MDW
1 stop6h 23m
Delta
Thu 5/289:23 am
MDW
-
RST
1 stop6h 42m
Delta
Deal found 4/14$390
This Delta deal was found by Cheapflights users on 4/14. 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.
Fri 5/2911:33 am
RST
-
MDW
1 stop6h 23m
Delta
Tue 6/21:59 pm
MDW
-
RST
1 stop20h 54m
Delta
Deal found 4/14$391
This Delta deal was found by Cheapflights users on 4/14. 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 5/195:30 am
RST
-
MDW
1 stop12h 26m
Delta
Sun 5/247:13 pm
MDW
-
RST
1 stop3h 31m
Delta
Deal found 4/14$396
This Delta deal was found by Cheapflights users on 4/13. 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.
Fri 5/2911:33 am
RST
-
MDW
1 stop6h 23m
Delta
Sat 5/307:13 pm
MDW
-
RST
1 stop3h 31m
Delta
Deal found 4/13$397

Find 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 April 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$354
(Delta)

One-way from

$317
(Delta)

Popular in

October

Cheapest in

November

Average price

$448
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
One-way flight from Rochester to Chicago Midway
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 17, 2026.
Use the filters below to find and compare flights from Rochester to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 5/30

11:33 am-5:56 pm

1 stop6h 23m

Chicago Midway

Sat 6/6

7:13 pm-10:44 pm

1 stop3h 31m

$366
Quickest round-trip

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 6/27

11:39 am-5:54 pm

1 stop6h 15m

Chicago Midway

Sat 7/4

6:55 pm-10:28 pm

1 stop3h 33m

$366

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 6/27

11:39 am-5:54 pm

1 stop6h 15m

Chicago Midway

Tue 6/30

6:58 pm-10:49 am

2 stops15h 51m

$377

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 5/29

11:33 am-5:56 pm

1 stop6h 23m

Chicago Midway

Tue 6/2

6:36 pm-10:53 am

2 stops16h 17m

$408

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 4/21

6:00 am-12:43 pm

2 stops6h 43m

Chicago Midway

Tue 4/28

7:16 pm-10:43 pm

1 stop3h 27m

$436

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 6/30

11:29 am-6:18 pm

1 stop6h 49m

Chicago Midway

Thu 7/2

7:16 pm-10:49 am

1 stop15h 33m

$453

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 6/29

4:46 pm-8:37 am

1 stop15h 51m

Chicago Midway

Thu 7/2

7:16 pm-4:06 pm

1 stop20h 50m

$453

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 4/25

6:00 am-12:43 pm

2 stops6h 43m

Chicago Midway

Tue 4/28

7:16 pm-10:43 pm

1 stop3h 27m

$473

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sun 5/3

6:00 am-12:43 pm

2 stops6h 43m

Chicago Midway

Sat 5/9

7:13 pm-10:44 pm

1 stop3h 31m

$473

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 5/30

5:30 am-8:42 am

1 stop3h 12m

Chicago Midway

Sat 5/30

7:13 pm-4:05 pm

1 stop20h 52m

$489

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/12

Showing 1-10 of 18 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Rochester, Minnesota-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rochester, Minnesota-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

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 6h 23m. Delta provides one of the quickest options available for as low as $366. 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.

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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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