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$359+ 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
RST — MDW
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This Delta deal was found by Cheapflights users on 1/27. 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 4/311:30 am
RST
-
MDW
1 stop21h 20m
Delta
Mon 4/67:20 pm
MDW
-
RST
1 stop20h 45m
Delta
Deal found 1/27$359
This Delta deal was found by Cheapflights users on 1/27. 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 4/16:00 am
RST
-
MDW
2 stops6h 29m
Delta
Sun 4/127:20 pm
MDW
-
RST
1 stop3h 22m
Delta
Deal found 1/27$368
This Delta deal was found by Cheapflights users on 1/26. 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 2/106:45 am
RST
-
MDW
1 stop6h 21m
Delta
Sat 2/145:00 pm
MDW
-
RST
1 stop5h 46m
Delta
Deal found 1/26$390
This Delta deal was found by Cheapflights users on 1/25. 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 3/66:30 am
RST
-
MDW
1 stop6h 35m
Delta
Sun 3/87:20 pm
MDW
-
RST
1 stop3h 22m
Delta
Deal found 1/25$398
This Delta deal was found by Cheapflights users on 1/27. 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 4/311:30 am
RST
-
MDW
1 stop21h 20m
Delta
Sun 4/59:30 am
MDW
-
RST
1 stop13h 12m
Delta
Deal found 1/27$409
This Delta deal was found by Cheapflights users on 1/27. 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 5/277:00 am
RST
-
MDW
1 stop6h 07m
Delta
Wed 6/36:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 1/27$417
This Delta deal was found by Cheapflights users on 1/26. 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 1/306:45 am
RST
-
MDW
1 stop6h 24m
Delta
Sat 1/315:00 pm
MDW
-
RST
1 stop5h 48m
Delta
Deal found 1/26$427
This Delta deal was found by Cheapflights users on 1/27. 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 2/126:30 am
RST
-
MDW
1 stop6h 35m
Delta
Mon 2/167:20 pm
MDW
-
RST
1 stop3h 26m
Delta
Deal found 1/27$464

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$359
(Delta)

Popular in

October

Cheapest in

April

Average price

$429
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 January 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 January 28, 2026.
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 4/3

11:30 am-8:50 am

1 stop21h 20m

Chicago Midway

Mon 4/6

7:20 pm-4:05 pm

1 stop20h 45m

$359

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 3/30

6:00 am-12:29 pm

2 stops6h 29m

Chicago Midway

Sat 4/4

7:20 pm-10:42 pm

1 stop3h 22m

$368

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 2/17

6:30 am-1:05 pm

1 stop6h 35m

Chicago Midway

Tue 2/24

9:50 am-3:52 pm

1 stop6h 02m

$390

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 5/21

7:00 am-1:07 pm

1 stop6h 07m

Chicago Midway

Sun 5/24

6:45 pm-11:28 pm

1 stop4h 43m

$398

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 3/6

6:30 am-1:05 pm

1 stop6h 35m

Chicago Midway

Fri 3/13

7:20 pm-10:42 pm

1 stop3h 22m

$398

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 3/6

6:30 am-1:05 pm

1 stop6h 35m

Chicago Midway

Sun 3/8

7:20 pm-10:42 pm

1 stop3h 22m

$398

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 4/3

11:30 am-8:50 am

1 stop21h 20m

Chicago Midway

Sun 4/5

9:30 am-10:42 pm

1 stop13h 12m

$409

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 5/27

7:00 am-1:07 pm

1 stop6h 07m

Chicago Midway

Wed 6/3

6:45 pm-11:28 pm

1 stop4h 43m

$417

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 2/7

6:45 am-11:05 am

1 stop4h 20m

Chicago Midway

Sat 2/14

5:00 pm-10:46 pm

1 stop5h 46m

$427

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 3/5

6:30 am-1:05 pm

1 stop6h 35m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 11 results
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.

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 20m. Delta provides one of the quickest options available for as low as $359. 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
Merrillville
Hammond
Porter
Benton Harbor

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