$129+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
ROC — MDW
Sep 24 — Oct 11
Round-trip
1 adult, Economy
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Find cheap flights from Rochester to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Rochester to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Rochester to MidwayExplore 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 August 25, 2026.
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 August 25, 2026.
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:45 pm -
Nonstop1h 50m
Sat 9/199:05 am -
Nonstop1h 40m
Deal found 8/20![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:05 pm -
1 stop5h 55m
Mon 9/148:10 am -
Nonstop1h 45m
Deal found 8/20![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/21. 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 9/266:18 pm -
1 stop5h 26m
Tue 9/295:11 pm -
1 stop5h 39m
Deal found 8/21![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 8/21. 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.
Mon 9/146:45 pm -
Nonstop1h 50m
Fri 9/186:15 pm -
Nonstop1h 45m
Deal found 8/21![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:40 pm -
2 stops7h 40m
Tue 9/156:15 am -
1 stop7h 25m
Deal found 8/20![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 9/256:45 pm -
Nonstop1h 50m
Wed 9/308:30 am -
Nonstop1h 45m
Deal found 8/24![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 8/23. 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.
Mon 9/216:45 pm -
Nonstop1h 50m
Wed 9/2312:50 pm -
2 stops7h 30m
Deal found 8/23![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:50 am -
2 stops10h 15m
Thu 11/512:55 pm -
Nonstop1h 35m
Deal found 8/20![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 8/21. 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 10/56:00 am -
1 stop4h 07m
Thu 10/86:44 pm -
1 stop3h 11m
Deal found 8/21![Delta logo]()
$301
Best flights from Rochester to MidwayDiscover carefully curated flight deals from Rochester to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
Discover carefully curated flight deals from Rochester to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
This Southwest deal was found by Cheapflights users on 8/21. 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.
Thu 12/312:30 pm -
2 stops8h 15m
Sat 12/56:35 am -
2 stops7h 50m
Deal found 8/21![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 8/23. 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 10/226:10 am -
1 stop4h 53m
Mon 10/266:44 pm -
1 stop3h 11m
Deal found 8/23![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 10/27:15 pm -
Nonstop1h 50m
Mon 10/58:00 am -
Nonstop1h 45m
Deal found 8/24![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 8/24. 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 10/56:00 am -
1 stop4h 07m
Thu 10/86:44 pm -
1 stop3h 11m
Deal found 8/24![Delta logo]()
$311
This Southwest deal was found by Cheapflights users on 8/22. 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.
Wed 11/188:05 am -
Nonstop2h 00m
Sat 11/2112:50 pm -
Nonstop1h 35m
Deal found 8/22![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 10/216:19 pm -
1 stop5h 14m
Sun 10/256:44 pm -
1 stop3h 11m
Deal found 8/20![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 8/21. 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.
Wed 11/118:05 am -
Nonstop2h 00m
Sun 11/156:45 pm -
Nonstop1h 40m
Deal found 8/21![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 8/24. 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 11/116:28 pm -
1 stop5h 26m
Sun 11/156:44 pm -
1 stop3h 34m
Deal found 8/24![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:25 am -
2 stops8h 30m
Sun 10/41:05 pm -
Nonstop1h 45m
Deal found 8/20![Southwest logo]()
$312
Last-minute flights from Rochester to MidwayDiscover last-minute flight deals from Rochester to Midway. Data last updated August 25, 2026 and is based on user searches.
Discover last-minute flight deals from Rochester to Midway. Data last updated August 25, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:05 pm -
1 stop5h 55m
Mon 9/148:10 am -
Nonstop1h 45m
Deal found 8/20![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:40 pm -
2 stops7h 40m
Tue 9/156:15 am -
1 stop7h 25m
Deal found 8/20![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 8/21. 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.
Mon 9/146:45 pm -
Nonstop1h 50m
Fri 9/186:15 pm -
Nonstop1h 45m
Deal found 8/21![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:45 pm -
Nonstop1h 50m
Sat 9/199:05 am -
Nonstop1h 40m
Deal found 8/20![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 8/23. 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.
Mon 9/216:45 pm -
Nonstop1h 50m
Wed 9/2312:50 pm -
2 stops7h 30m
Deal found 8/23![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 9/256:45 pm -
Nonstop1h 50m
Wed 9/308:30 am -
Nonstop1h 45m
Deal found 8/24![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 8/21. 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 9/266:18 pm -
1 stop5h 26m
Tue 9/295:11 pm -
1 stop5h 39m
Deal found 8/21![Delta logo]()
$277
One-way flights from Rochester to MidwaySearch for one-way flight options from Rochester to Midway. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
Search for one-way flight options from Rochester to Midway. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:45 pm -
Nonstop1h 50m
Deal found 8/20![Southwest logo]()
$129
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:40 pm -
1 stop4h 25m
Deal found 8/20![Southwest logo]()
$139
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:30 pm -
1 stop7h 25m
Deal found 8/20![Southwest logo]()
$144
This Delta deal was found by Cheapflights users on 8/24. 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 9/2212:27 pm -
1 stop4h 48m
Deal found 8/24![Delta logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:05 pm -
3 stops23h 41m
Deal found 8/22![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:03 pm -
2 stops28h 40m
Deal found 8/20![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:05 pm -
3 stops23h 40m
Deal found 8/21![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:03 pm -
2 stops28h 40m
Deal found 8/23![Multiple Airlines logo]()
$158
Find 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 August 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (Southwest) |
One-way from | $129 (Southwest) |
Popular in | February |
Cheapest in | April |
Average price | $388 |
Good round-trip deal | $361 or less |
Good one-way deal | $173 or less |
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 7,457,451 searches. Data last updated August 25, 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
Cheapest round-trip
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Thu 12/3
12:30 pm-7:45 pm
2 stops8h 15m
Chicago Midway
Sat 12/5
6:35 am-3:25 pm
2 stops7h 50m
$287
Quickest round-trip
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Fri 10/2
7:15 pm-8:05 pm
Nonstop1h 50m
Chicago Midway
Mon 10/5
8:00 am-10:45 am
Nonstop1h 45m
$291
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Wed 11/18
8:05 am-9:05 am
Nonstop2h 00m
Chicago Midway
Sat 11/21
12:50 pm-3:25 pm
Nonstop1h 35m
$291
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Thu 10/22
6:10 am-10:03 am
1 stop4h 53m
Chicago Midway
Mon 10/26
6:44 pm-10:55 pm
1 stop3h 11m
$297
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Wed 11/11
8:05 am-9:05 am
Nonstop2h 00m
Chicago Midway
Sun 11/15
6:45 pm-9:25 pm
Nonstop1h 40m
$297
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Mon 10/5
6:00 am-9:07 am
1 stop4h 07m
Chicago Midway
Thu 10/8
6:44 pm-10:55 pm
1 stop3h 11m
$311
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Thu 10/1
11:25 am-6:55 pm
2 stops8h 30m
Chicago Midway
Sun 10/4
1:05 pm-3:50 pm
Nonstop1h 45m
$312
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Wed 10/21
6:19 pm-10:33 pm
1 stop5h 14m
Chicago Midway
Sun 10/25
6:44 pm-10:55 pm
1 stop3h 11m
$317
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Wed 11/11
6:28 pm-10:54 pm
1 stop5h 26m
Chicago Midway
Sun 11/15
6:44 pm-11:18 pm
1 stop3h 34m
$327
Cheapest one-way
RochesterChicago
ROC Greater Rochester Intl - MDW Chicago Midway
ROCMDW
Greater Rochester Intl
Thu 11/19
8:05 am-9:05 am
Nonstop2h 00m
$129
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Rochester to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Rochester to Midway in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Rochester-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-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rochester-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Rochester-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-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.
ROC-MDW
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
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 August 25, 2026.
Read reviews from past customers who have flown Southwest from Rochester to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 25, 2026.
Rochester and Midway flights
Browse other Rochester and Midway flight options. Last updated on August 25, 2026.
Other flights from Rochester
Browse through other flights departing from Rochester. Flights are based on user searches made on Cheapflights and were last updated on August 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Rochester to Midway
Discover the top airline 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 7,457,451 searches. Data last updated August 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$331 | Average$489 | FlexibilityNo cancel fee | On-time63% |