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Cheap flights from Rochester, Minnesota to Chicago from $328

This is the cheapest round-trip 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.
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Find the cheapest flights from Rochester, Minnesota to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:00 am - 1:08 pmRST-MDW
6h 08m1 stop
Delta Logo
6:45 pm - 10:38 pmMDW-RST
3h 53m1 stop
$328Delta
Find Deal
Sat, Apr 11 - Tue, Apr 14
Delta Logo
7:00 am - 1:08 pmRST-MDW
6h 08m1 stop
Delta Logo
9:30 am - 4:02 pmMDW-RST
6h 32m2 stops
$334Delta
Find Deal
Sat, Apr 11 - Tue, Apr 14
Delta Logo
6:20 am - 11:06 amRST-MDW
4h 46m1 stop
Delta Logo
11:48 am - 5:56 pmMDW-RST
6h 08m1 stop
$348Delta
Find Deal
Sun, Dec 21 - Sat, Jan 3
Delta Logo
6:45 am - 12:48 pmRST-MDW
6h 03m2 stops
Delta Logo
5:00 pm - 10:48 pmMDW-RST
5h 48m1 stop
$354Delta
Find Deal
Fri, Jan 9 - Sat, Jan 10
Delta Logo
11:40 am - 6:18 pmRST-MDW
6h 38m1 stop
Delta Logo
7:02 pm - 10:51 pmMDW-RST
3h 49m1 stop
$368Delta
Find Deal
Thu, Dec 11 - Mon, Dec 15
Delta Logo
7:00 am - 12:34 pmRST-MDW
5h 34m2 stops
Delta Logo
7:02 pm - 10:51 pmMDW-RST
3h 49m1 stop
$374Delta
Find Deal
Thu, Dec 11 - Mon, Dec 15
Delta Logo
7:00 am - 1:08 pmRST-MDW
6h 08m1 stop
Delta Logo
6:45 pm - 11:41 pmMDW-RST
4h 56m1 stop
$398Delta
Find Deal
Fri, Mar 20 - Sun, Mar 22
Delta Logo
11:40 am - 6:18 pmRST-MDW
6h 38m1 stop
Delta Logo
7:02 pm - 10:51 pmMDW-RST
3h 49m1 stop
$478Delta
Find Deal
Fri, Dec 12 - Sun, Dec 14
Delta Logo
7:00 am - 12:35 pmRST-MDW
5h 35m2 stops
Delta Logo
9:30 am - 4:02 pmMDW-RST
6h 32m2 stops
$499Delta
Find Deal
Sat, Apr 11 - Tue, Apr 14
Delta Logo
11:40 am - 6:18 pmRST-MDW
6h 38m1 stop
Delta Logo
9:34 am - 3:28 pmMDW-RST
5h 54m2 stops
$514Delta
Find Deal
Fri, Dec 12 - Sun, Dec 14

Delta flights from Rochester, Minnesota to Chicago Midway Airport

Our best Delta deals on Rochester, Minnesota to Chicago Midway Airport flight tickets
Delta
Apr 11
RST7:00 amRochester
6h 08m
1 stop
MDW1:08 pmChicago Midway
Apr 14
MDW6:45 pmChicago Midway
3h 53m
1 stop
RST10:38 pmRochester
$328
Find similar
Delta
Apr 11
RST7:00 amRochester
6h 08m
1 stop
MDW1:08 pmChicago Midway
Apr 14
MDW9:30 amChicago Midway
6h 32m
2 stops
RST4:02 pmRochester
$334
Find similar
Delta
Dec 21
RST6:20 amRochester
4h 46m
1 stop
MDW11:06 amChicago Midway
Jan 3
MDW11:48 amChicago Midway
6h 08m
1 stop
RST5:56 pmRochester
$348
Find similar

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 October 30, 2025.
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

Sat 4/11

7:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Tue 4/14

6:45 pm-10:38 pm

1 stop3h 53m

$328

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 4/11

7:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Tue 4/14

9:30 am-4:02 pm

2 stops6h 32m

$334

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sun 12/21

6:20 am-11:06 am

1 stop4h 46m

Chicago Midway

Sat 1/3

11:48 am-5:56 pm

1 stop6h 08m

$348

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 1/9

6:45 am-12:48 pm

2 stops6h 03m

Chicago Midway

Sat 1/10

5:00 pm-10:48 pm

1 stop5h 48m

$354

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 12/11

11:40 am-6:18 pm

1 stop6h 38m

Chicago Midway

Mon 12/15

7:02 pm-10:51 pm

1 stop3h 49m

$368

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 12/11

7:00 am-12:34 pm

2 stops5h 34m

Chicago Midway

Mon 12/15

7:02 pm-10:51 pm

1 stop3h 49m

$374

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 3/20

7:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Sun 3/22

6:45 pm-11:41 pm

1 stop4h 56m

$398

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 12/12

11:40 am-6:18 pm

1 stop6h 38m

Chicago Midway

Sun 12/14

7:02 pm-10:51 pm

1 stop3h 49m

$478

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 4/11

7:00 am-12:35 pm

2 stops5h 35m

Chicago Midway

Tue 4/14

9:30 am-4:02 pm

2 stops6h 32m

$499

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 12/12

11:40 am-6:18 pm

1 stop6h 38m

Chicago Midway

Sun 12/14

9:34 am-3:28 pm

2 stops5h 54m

$514

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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 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, Minnesota. The lowest ticket price found for a Wednesday departure recently was $304. 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, Monday is the most expensive day to depart from Rochester, Minnesota because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $588.

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

Flying to Chicago Midway Airport from Rochester, Minnesota in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $404 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $474. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Direct flights

None
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.
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  • How far is Rochester to Chicago Midway by plane?

    Chicago Midway is 284.0 mi away from Rochester. By plane, this route typically takes 4h 46m.

  • 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
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Munster
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Porter
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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.

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