Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Rochester, Minnesota to Chicago from $221

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Rochester, Minnesota to Chicago departing on 4/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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

Find the cheapest flights from Rochester, Minnesota to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:45 pm - 1:32 pm
RST
-
MDW
20h 47m
1 stop
Delta Logo
7:16 pm - 10:52 am
MDW
-
RST
15h 36m
1 stop
$274Delta
Mon, Apr 13 - Tue, Apr 21
Delta Logo
11:32 am - 8:46 am
RST
-
MDW
21h 14m
1 stop
Delta Logo
2:12 pm - 10:52 am
MDW
-
RST
20h 40m
1 stop
$283Delta
Mon, Apr 13 - Mon, Apr 20
Delta Logo
11:32 am - 9:06 am
RST
-
MDW
21h 34m
1 stop
Delta Logo
7:16 pm - 10:52 am
MDW
-
RST
15h 36m
1 stop
$292Delta
Fri, Apr 17 - Sat, Apr 18
Delta Logo
6:00 am - 12:29 pm
RST
-
MDW
6h 29m
2 stops
Delta Logo
7:20 pm - 4:05 pm
MDW
-
RST
20h 45m
1 stop
$306Delta
Tue, Mar 31 - Wed, Apr 8
Delta Logo
6:00 am - 12:29 pm
RST
-
MDW
6h 29m
2 stops
Delta Logo
7:20 pm - 10:50 am
MDW
-
RST
15h 30m
1 stop
$315Delta
Tue, Mar 31 - Fri, Apr 10
Delta Logo
6:00 am - 12:29 pm
RST
-
MDW
6h 29m
2 stops
Delta Logo
7:20 pm - 10:42 pm
MDW
-
RST
3h 22m
1 stop
$332Delta
Tue, Mar 31 - Sat, Apr 4
Delta Logo
11:32 am - 9:06 am
RST
-
MDW
21h 34m
1 stop
Delta Logo
9:29 am - 4:05 pm
MDW
-
RST
6h 36m
1 stop
$333Delta
Fri, Apr 17 - Wed, Apr 22
Delta Logo
6:00 am - 12:43 pm
RST
-
MDW
6h 43m
2 stops
Delta Logo
9:27 am - 4:05 pm
MDW
-
RST
6h 38m
2 stops
$337Delta
Sat, May 2 - Wed, May 6
Delta Logo
6:00 am - 12:29 pm
RST
-
MDW
6h 29m
2 stops
Delta Logo
7:20 pm - 10:50 am
MDW
-
RST
15h 30m
1 stop
$342Delta
Mon, Mar 30 - Tue, Apr 7
Delta Logo
6:00 am - 1:32 pm
RST
-
MDW
7h 32m
1 stop
Delta Logo
7:16 pm - 10:52 am
MDW
-
RST
15h 36m
1 stop
$343Delta
Sat, Apr 18 - Sat, Apr 18

Delta flights from Rochester, Minnesota to Chicago Midway Airport

Our best Delta deals on Rochester, Minnesota to Chicago Midway Airport flight tickets
Delta
Apr 13
RST4:45 pmRochester
20h 47m
1 stop
MDW1:32 pmChicago Midway
Apr 21
MDW7:16 pmChicago Midway
15h 36m
1 stop
RST10:52 amRochester
$274
Delta
Apr 13
RST11:32 amRochester
21h 14m
1 stop
MDW8:46 amChicago Midway
Apr 18
MDW7:16 pmChicago Midway
15h 36m
1 stop
RST10:52 amRochester
$283
Delta
Apr 17
RST11:32 amRochester
21h 34m
1 stop
MDW9:06 amChicago Midway
Apr 18
MDW7:16 pmChicago Midway
15h 36m
1 stop
RST10:52 amRochester
$292

momondo Fare Finder

 
Customize your flight search to find flights from Rochester, Minnesota to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated February 27, 2026.
Use the filters below to find and compare flights from Rochester, Minnesota to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 4/13

4:45 pm-1:32 pm

1 stop20h 47m

Chicago Midway

Tue 4/21

7:16 pm-10:52 am

1 stop15h 36m

$274

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 4/13

11:32 am-8:46 am

1 stop21h 14m

Chicago Midway

Mon 4/20

2:12 pm-10:52 am

1 stop20h 40m

$283

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 4/17

11:32 am-9:06 am

1 stop21h 34m

Chicago Midway

Sat 4/18

7:16 pm-10:52 am

1 stop15h 36m

$292

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 3/31

6:00 am-12:29 pm

2 stops6h 29m

Chicago Midway

Wed 4/8

7:20 pm-4:05 pm

1 stop20h 45m

$306

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 3/31

6:00 am-12:29 pm

2 stops6h 29m

Chicago Midway

Fri 4/10

7:20 pm-10:50 am

1 stop15h 30m

$315

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 3/31

6:00 am-12:29 pm

2 stops6h 29m

Chicago Midway

Sat 4/4

7:20 pm-10:42 pm

1 stop3h 22m

$332

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 4/17

11:32 am-9:06 am

1 stop21h 34m

Chicago Midway

Wed 4/22

9:29 am-4:05 pm

1 stop6h 36m

$333

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 5/2

6:00 am-12:43 pm

2 stops6h 43m

Chicago Midway

Wed 5/6

9:27 am-4:05 pm

2 stops6h 38m

$337

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 3/30

6:00 am-12:29 pm

2 stops6h 29m

Chicago Midway

Tue 4/7

7:20 pm-10:50 am

1 stop15h 30m

$342

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 4/18

6:00 am-1:32 pm

1 stop7h 32m

Chicago Midway

Sat 4/18

7:16 pm-10:52 am

1 stop15h 36m

$343

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Rochester, Minnesota 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 airline that flies from Rochester to Chicago Midway?

Delta is the most popular carrier operating from Rochester to Chicago Midway

When to book flights from Rochester, Minnesota to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Rochester, Minnesota 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, Minnesota to Chicago Midway Airport (RST to MDW) flight deals and tips

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

Fastest flight time

6h 07m

Direct flights

None
The fastest flight from Rochester, Minnesota to Chicago Midway Airport takes 6h 07m
There are no direct flights from Rochester, Minnesota to Chicago Midway Airport. There are no popular flight routes from Rochester, Minnesota to Chicago Midway Airport.
Search flight deals

  • How far is Rochester to Chicago Midway by plane?

    Chicago Midway is 284.0 mi away from Rochester. By plane, this route typically takes 6h 07m.

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

    Prices for flights from Rochester Airport to Chicago Midway Airport are updated daily.

  • How old do you have to be to fly from Rochester 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 Rochester Airport to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

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

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Rochester to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Rochester to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Rochester to Chicago.

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
Sun 3/29
Sun 4/5
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago