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Midway

$272+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
RST — MDW
Apr 7 — Apr 141
Tue 4/7
Tue 4/14
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 March 8, 2026.

This Delta deal was found by Cheapflights users on 3/4. 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 6/207:00 am
RST
-
MDW
1 stop6h 07m
Delta
Tue 6/236:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 3/4$346
This Delta deal was found by Cheapflights users on 3/4. 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 6/2311:15 am
RST
-
MDW
2 stops7h 16m
Delta
Sat 6/276:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 3/4$352
This Delta deal was found by Cheapflights users on 3/4. 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 6/207:00 am
RST
-
MDW
1 stop6h 07m
Delta
Fri 6/266:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 3/4$382
This Delta deal was found by Cheapflights users on 3/4. 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 6/2311:15 am
RST
-
MDW
2 stops7h 16m
Delta
Mon 6/296:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 3/4$388
This Delta deal was found by Cheapflights users on 3/6. 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 7/17:00 am
RST
-
MDW
1 stop6h 07m
Delta
Sun 7/56:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 3/6$407
This Delta deal was found by Cheapflights users on 3/4. 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 6/247:00 am
RST
-
MDW
1 stop11h 05m
Delta
Sat 6/276:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 3/4$409
This Delta deal was found by Cheapflights users on 3/6. 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 5/2111:33 am
RST
-
MDW
1 stop6h 23m
Delta
Sun 5/247:13 pm
MDW
-
RST
1 stop3h 31m
Delta
Deal found 3/6$418
This Delta deal was found by Cheapflights users on 3/3. 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 4/146:00 am
RST
-
MDW
2 stops6h 43m
Delta
Sat 4/187:16 pm
MDW
-
RST
1 stop3h 27m
Delta
Deal found 3/3$443
This Delta deal was found by Cheapflights users on 3/4. 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.
Sun 6/217:00 am
RST
-
MDW
1 stop6h 07m
Delta
Fri 6/266:45 pm
MDW
-
RST
1 stop16h 01m
Delta
Deal found 3/4$464
This Delta deal was found by Cheapflights users on 3/6. 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.
Sun 7/267:00 am
RST
-
MDW
2 stops5h 30m
Delta
Sat 8/16:45 pm
MDW
-
RST
1 stop4h 43m
Delta
Deal found 3/6$473
This Delta deal was found by Cheapflights users on 3/3. 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 5/16:00 am
RST
-
MDW
2 stops6h 43m
Delta
Fri 5/87:13 pm
MDW
-
RST
1 stop3h 31m
Delta
Deal found 3/3$479

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 March 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$346
(Delta)

One-way from

$272
(Delta)

Popular in

October

Cheapest in

August

Average price

$441
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. 7% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 8, 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

Tue 6/23

7:00 am-1:07 pm

1 stop6h 07m

Chicago Midway

Sat 6/27

6:45 pm-11:28 pm

1 stop4h 43m

$346

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sun 7/26

7:00 am-1:07 pm

1 stop6h 07m

Chicago Midway

Sat 8/1

6:45 pm-11:28 pm

1 stop4h 43m

$382

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 5/21

11:33 am-5:56 pm

1 stop6h 23m

Chicago Midway

Sun 5/24

7:13 pm-10:44 pm

1 stop3h 31m

$418

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 5/1

6:00 am-12:43 pm

2 stops6h 43m

Chicago Midway

Fri 5/8

7:13 pm-10:44 pm

1 stop3h 31m

$479
Quickest round-trip

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 3/21

6:00 am-12:29 pm

2 stops6h 29m

Chicago Midway

Wed 3/25

7:20 pm-10:42 pm

1 stop3h 22m

$495

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 7/29

7:00 am-1:07 pm

1 stop6h 07m

Chicago Midway

Sun 8/2

6:45 pm-11:28 pm

1 stop4h 43m

$527

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 9/3

7:00 am-12:30 pm

2 stops5h 30m

Chicago Midway

Mon 9/7

6:45 pm-11:28 pm

1 stop4h 43m

$539

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 3/25

6:00 am-12:29 pm

2 stops6h 29m

Chicago Midway

Wed 4/1

9:35 am-4:05 pm

2 stops6h 30m

$579
Cheapest one-way

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sun 4/19

11:32 am-8:46 am

1 stop21h 14m

$272

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 4/2

6:00 am-12:29 pm

2 stops6h 29m

$435

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 14 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.

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 $78). Flying from Rochester, Minnesota to Chicago Midway Airport in July is currently the most expensive (average of $190). 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 6h 07m. Delta provides one of the quickest options available for as low as $346. 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 $78). Flying from Rochester, Minnesota to Chicago Midway Airport in July is currently the most expensive (average of $190). 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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