Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Rochester to Chicago from $139

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Rochester to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:00 pm - 5:50 pmROC  Greater Rochester Intl-MDW Chicago Midway
1h 50mnonstop
Southwest Logo
4:45 pm - 10:30 pmMDW  Chicago Midway-ROC Greater Rochester Intl
4h 45m1 stop Baltimore/Washington
$299Southwest
Sat, Oct 24 - Tue, Oct 27
Southwest Logo
5:00 pm - 5:50 pmROC  Greater Rochester Intl-MDW Chicago Midway
1h 50mnonstop
Southwest Logo
1:05 pm - 10:30 pmMDW  Chicago Midway-ROC Greater Rochester Intl
8h 25m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
$304Southwest
Sat, Oct 24 - Tue, Oct 27
Southwest Logo
7:25 pm - 8:30 pmROC  Greater Rochester Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
3:30 pm - 6:10 pmMDW  Chicago Midway-ROC Greater Rochester Intl
1h 40mnonstop
$307Southwest
Fri, Nov 6 - Sat, Nov 7
Southwest Logo
7:25 pm - 8:30 pmROC  Greater Rochester Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
7:45 am - 10:25 amMDW  Chicago Midway-ROC Greater Rochester Intl
1h 40mnonstop
$307Southwest
Thu, Nov 5 - Sat, Nov 7
Delta Logo
6:19 pm - 10:33 pmROC  Greater Rochester Intl-MDW Chicago Midway
5h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:19 pm - 11:41 pmMDW  Chicago Midway-ROC Greater Rochester Intl
6h 22m1 stop Atlanta Hartsfield-Jackson
$309Delta
Sat, Oct 10 - Sat, Oct 24
Delta Logo
10:04 am - 12:47 pmROC  Greater Rochester Intl-MDW Chicago Midway
3h 43m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:44 pm - 10:55 pmMDW  Chicago Midway-ROC Greater Rochester Intl
3h 11m1 stop Detroit Metropolitan Wayne County
$309Delta
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
8:05 am - 9:05 amROC  Greater Rochester Intl-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
1:50 pm - 4:30 pmMDW  Chicago Midway-ROC Greater Rochester Intl
1h 40mnonstop
$311Southwest
Mon, Dec 7 - Wed, Dec 9
Southwest Logo
11:35 am - 6:00 pmROC  Greater Rochester Intl-MDW Chicago Midway
7h 25m2 stops Baltimore/Washington Atlanta Hartsfield-Jackson
Southwest Logo
4:45 pm - 10:30 pmMDW  Chicago Midway-ROC Greater Rochester Intl
4h 45m1 stop Baltimore/Washington
$314Southwest
Sat, Oct 24 - Tue, Oct 27
Southwest Logo
7:25 pm - 8:30 pmROC  Greater Rochester Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
7:35 am - 3:25 pmMDW  Chicago Midway-ROC Greater Rochester Intl
6h 50m1 stop Baltimore/Washington
$317Southwest
Fri, Nov 6 - Sat, Nov 7
Southwest Logo
7:25 pm - 8:30 pmROC  Greater Rochester Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
4:25 pm - 10:10 pmMDW  Chicago Midway-ROC Greater Rochester Intl
4h 45m1 stop Baltimore/Washington
$317Southwest
Thu, Nov 5 - Sat, Nov 7

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Southwest flights from Rochester to Chicago Midway Airport

Our best Southwest deals on Rochester to Chicago Midway Airport flight tickets
Southwest
Oct 24
ROC5:00 pmGreater Rochester Intl
1h 50m
MDW5:50 pmChicago Midway
Oct 27
MDW4:45 pmChicago Midway
4h 45m
1 stop
ROC10:30 pmGreater Rochester Intl
$299
Southwest
Oct 24
ROC5:00 pmGreater Rochester Intl
1h 50m
MDW5:50 pmChicago Midway
Oct 27
MDW1:05 pmChicago Midway
8h 25m
2 stops
ROC10:30 pmGreater Rochester Intl
$304
Southwest
Nov 5
ROC7:25 pmGreater Rochester Intl
2h 05m
MDW8:30 pmChicago Midway
Nov 7
MDW7:45 amChicago Midway
1h 40m
ROC10:25 amGreater Rochester Intl
$307

Delta flights from Rochester to Chicago Midway Airport

Our best Delta deals on Rochester to Chicago Midway Airport flight tickets
Delta
Oct 10
ROC6:19 pmGreater Rochester Intl
5h 14m
1 stop
MDW10:33 pmChicago Midway
Oct 24
MDW4:19 pmChicago Midway
6h 22m
1 stop
ROC11:41 pmGreater Rochester Intl
$309
Delta
Oct 10
ROC6:19 pmGreater Rochester Intl
5h 14m
1 stop
MDW10:33 pmChicago Midway
Oct 30
MDW9:29 amChicago Midway
5h 05m
1 stop
ROC3:34 pmGreater Rochester Intl
$326
Delta
Oct 22
ROC6:00 amGreater Rochester Intl
4h 32m
1 stop
MDW9:32 amChicago Midway
Oct 25
MDW6:44 pmChicago Midway
3h 11m
1 stop
ROC10:55 pmGreater Rochester Intl
$360

momondo Fare Finder

 
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

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Sat 10/24

5:00 pm-5:50 pm

Nonstop1h 50m

Chicago Midway

Tue 10/27

4:45 pm-10:30 pm

1 stop4h 45m

$299

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Sat 10/24

5:00 pm-5:50 pm

Nonstop1h 50m

Chicago Midway

Tue 10/27

1:05 pm-10:30 pm

2 stops8h 25m

$304

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Fri 11/6

7:25 pm-8:30 pm

Nonstop2h 05m

Chicago Midway

Sat 11/7

3:30 pm-6:10 pm

Nonstop1h 40m

$307

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Thu 11/5

7:25 pm-8:30 pm

Nonstop2h 05m

Chicago Midway

Sat 11/7

7:45 am-10:25 am

Nonstop1h 40m

$307

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Sat 10/10

6:19 pm-10:33 pm

1 stop5h 14m

Chicago Midway

Sat 10/24

4:19 pm-11:41 pm

1 stop6h 22m

$309

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Wed 10/21

10:04 am-12:47 pm

1 stop3h 43m

Chicago Midway

Sat 10/24

6:44 pm-10:55 pm

1 stop3h 11m

$309
Quickest round-trip

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Mon 12/7

8:05 am-9:05 am

Nonstop2h 00m

Chicago Midway

Wed 12/9

1:50 pm-4:30 pm

Nonstop1h 40m

$311

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Sat 10/24

11:35 am-6:00 pm

2 stops7h 25m

Chicago Midway

Tue 10/27

4:45 pm-10:30 pm

1 stop4h 45m

$314

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Fri 11/6

7:25 pm-8:30 pm

Nonstop2h 05m

Chicago Midway

Sat 11/7

7:35 am-3:25 pm

1 stop6h 50m

$317

RochesterChicago

ROC Greater Rochester Intl - MDW Chicago Midway

ROCMDW

Greater Rochester Intl

Thu 11/5

7:25 pm-8:30 pm

Nonstop2h 05m

Chicago Midway

Sat 11/7

4:25 pm-10:10 pm

1 stop4h 45m

$317

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Rochester to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Rochester. The lowest ticket price found for a Wednesday departure recently was $424. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Rochester because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $511.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Rochester in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $402 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $487. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Greater Rochester Intl to Chicago Midway flight route?

Fly from Greater Rochester Intl to Chicago Midway for the best Greater Rochester Intl - Chicago Midway flight prices

What cabin class options are available on Rochester to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Rochester to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Rochester to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Rochester to Chicago Midway Airport.

When to book flights from Rochester to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Rochester to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Rochester to Chicago Midway Airport (ROC to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Rochester to Chicago Midway Airport

Best Price Found

$139

Fastest flight time

1h 40m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Rochester in the past 72 hours is $139. The best round-trip flight deal from Rochester to Chicago Midway Airport found on momondo in the last 72 hours is $299.
The fastest flight from Rochester to Chicago Midway Airport takes 1h 40m
Direct flights go from Rochester to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Rochester to Chicago Midway Airport

  • How far is Greater Rochester Intl to Chicago Midway by plane?

    Greater Rochester Intl and Chicago Midway are 524.1 mi apart from one another. Typically, this will take 1h 40m by plane in normal conditions.

  • When did momondo last update prices for flights from Greater Rochester Intl Airport to Chicago Midway Airport?

    Prices for flights from Greater Rochester Intl Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Greater Rochester Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Greater Rochester Intl Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Greater Rochester Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Rochester to Chicago Midway Airport?

  • What is the most popular airline from Rochester to Chicago Midway Airport?

Best airlines flying from Rochester to Chicago Midway Airport

Compare and see reviews for airlines that fly from Rochester to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $331Free CancellationRating
8.0
4,189 reviews
Search Southwest flights

  • Southwest Flights From Rochester to Chicago Midway Airport

    Southwest flies from Rochester to Chicago Midway Airport around 10 times per week, with 4,189 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Rochester to Chicago Midway Airport in the last 72 hours was $331 (round-trip), much lower than the average airfare cost of $489 for Southwest flights on this route.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Rochester to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Rochester to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Rochester to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Rochester with this policy.

How can momondo help me find flights from Rochester to Chicago?

Once all potential Rochester to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Rochester to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Rochester and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 10/16
Fri 10/23
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago