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$139+ Cheap flights from Rochester (ROC) 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 (ROC) 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 June 12, 2025.

Round-trip from

$285
(Southwest)

One-way from

$139
(Southwest)

Popular in

October

Cheapest in

January

Average price

$368

Good round-trip deal

$322 or less

Good one-way deal

$159 or less
From Rochester Greater Rochester Intl to Chicago Midway
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One-way flight from Rochester Greater Rochester Intl to Chicago Midway
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Highest demand for flights based on searches. 15% potential increase in price ($73 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Rochester Greater Rochester Intl to Chicago Midway.
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Price to beat on a one-way flight from Rochester Greater Rochester Intl to Chicago Midway.
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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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:45 amROC - MDW
Nonstop1h 50mSouthwest
Sat 8/304:45 pmMDW - ROC
Nonstop1h 35mSouthwest
Deal found 6/9$285
This Delta deal was found by Cheapflights users on 6/10. 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 7/96:00 amROC - MDW
1 stop6h 58mDelta
Mon 7/146:47 pmMDW - ROC
1 stop5h 12mDelta
Deal found 6/10$301
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/264:14 pmROC - MDW
2 stops22h 49mMultiple Airlines
Mon 6/3010:34 amMDW - ROC
2 stops27h 35mMultiple Airlines
Deal found 6/11$407

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 June 12, 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

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Sat 8/23

7:45 am-8:35 am

Nonstop1h 50m

Chicago Midway

Sat 8/30

4:45 pm-7:20 pm

Nonstop1h 35m

$285

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 7/9

6:00 am-11:58 am

1 stop6h 58m

Chicago Midway

Mon 7/14

6:47 pm-12:59 am

1 stop5h 12m

$301

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Thu 6/26

4:14 pm-2:03 pm

2 stops22h 49m

Chicago Midway

Mon 6/30

10:34 am-3:09 pm

2 stops27h 35m

$407

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 7/16

7:15 am-8:05 am

Nonstop1h 50m

$139

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 7/9

6:00 am-11:58 am

1 stop6h 58m

$149

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Thu 8/21

8:14 pm-3:02 pm

2 stops19h 48m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

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 to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Rochester to Chicago Midway Airport (average of $160). Flying from Rochester 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.

What is the cheapest time of day to fly from ROC to MDW?

Find hourly flight availability from Rochester to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Rochester to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 18% versus a flight in the morning.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 12, 2025.
Read reviews from past customers who have flown Southwest, Delta and Allegiant Air from Rochester to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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?

    Located just 3.8 mi from the city center, Rochester Greater Rochester Intl is the airport most travelers will use when flying to Chicago Midway from Rochester. Booking flights from Greater Rochester Intl (ROC) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 2 different airlines.

  • What are the cheapest airlines flying from Rochester to Chicago Midway Airport round-trip?

    According to our current data, Southwest ($285), and Delta ($301) offers the cheapest pricing from Rochester to Chicago Midway Airport. These flights start at 29% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Rochester to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $139 on Southwest. Other airlines that offer cheap prices include Delta from $149 and Allegiant Air from $200 one-way.

  • What are the cheapest flights from Rochester to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $120. While the most popular route (Rochester Greater Rochester Intl - Chicago Midway) can be booked for $305 on average our data indicates $292 when flying from Rochester to Chicago Midway Airport.

  • 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 to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Rochester to Chicago Midway Airport (average of $160). Flying from Rochester 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 Rochester?

Book flights to Rochester if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Alternative routes for Rochester to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Rochester to Midway

Discover the top 2 airlines that operate flights from Rochester to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$230Average$418FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$287Average$381FlexibilityNo cancel feeOn-time63%

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