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Cheap flights from Rochester, Minnesota to Chicago from $238

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 7/8. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Rochester, Minnesota to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:28 am - 8:39 am
RST
-
MDW
3h 11m
1 stop
Delta Logo
7:25 pm - 10:45 pm
MDW
-
RST
3h 20m
1 stop
$248Delta
Fri, Aug 7 - Thu, Aug 13
Delta Logo
11:15 am - 4:50 pm
RST
-
MDW
5h 35m
1 stop
Delta Logo
9:30 am - 3:43 pm
MDW
-
RST
6h 13m
2 stops
$254Delta
Mon, Oct 26 - Sat, Oct 31
Delta Logo
12:50 pm - 3:57 pm
RST
-
MDW
3h 07m
1 stop
Delta Logo
7:13 pm - 10:28 pm
MDW
-
RST
3h 15m
1 stop
$258Delta
Sun, Sep 6 - Wed, Sep 16
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:27 pm
MDW
-
RST
3h 02m
1 stop
$263Delta
Thu, Aug 13 - Sat, Aug 15
Delta Logo
7:00 am - 12:30 pm
RST
-
MDW
5h 30m
2 stops
Delta Logo
9:49 am - 3:52 pm
MDW
-
RST
6h 03m
1 stop
$264Delta
Tue, Sep 8 - Wed, Sep 16
Delta Logo
7:00 am - 12:30 pm
RST
-
MDW
5h 30m
2 stops
Delta Logo
9:30 am - 3:52 pm
MDW
-
RST
6h 22m
2 stops
$269Delta
Tue, Sep 8 - Wed, Sep 16
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:45 pm
MDW
-
RST
3h 20m
1 stop
$307Delta
Fri, Aug 7 - Wed, Aug 12
Delta Logo
5:28 am - 8:39 am
RST
-
MDW
3h 11m
1 stop
Delta Logo
9:59 am - 4:04 pm
MDW
-
RST
6h 05m
1 stop
$308Delta
Fri, Aug 7 - Fri, Aug 14
Delta Logo
11:33 am - 6:01 pm
RST
-
MDW
6h 28m
1 stop
Delta Logo
7:25 pm - 10:27 pm
MDW
-
RST
3h 02m
1 stop
$312Delta
Fri, Aug 28 - Sat, Aug 29
Delta Logo
5:28 am - 12:39 pm
RST
-
MDW
7h 11m
2 stops
Delta Logo
7:25 pm - 10:27 pm
MDW
-
RST
3h 02m
1 stop
$313Delta
Tue, Aug 11 - Sat, Aug 15

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Delta flights from Rochester, Minnesota to Chicago Midway Airport

Our best Delta deals on Rochester, Minnesota to Chicago Midway Airport flight tickets
Delta
Aug 7
RST5:28 amRochester
3h 11m
1 stop
MDW8:39 amChicago Midway
Aug 13
MDW7:25 pmChicago Midway
3h 20m
1 stop
RST10:45 pmRochester
$248
Delta
Oct 26
RST11:15 amRochester
5h 35m
1 stop
MDW4:50 pmChicago Midway
Oct 31
MDW9:30 amChicago Midway
6h 13m
2 stops
RST3:43 pmRochester
$254
Delta
Sep 6
RST12:50 pmRochester
3h 07m
1 stop
MDW3:57 pmChicago Midway
Sep 16
MDW7:13 pmChicago Midway
3h 15m
1 stop
RST10:28 pmRochester
$258

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 June 11, 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

Cheapest round-trip

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 8/7

5:28 am-8:39 am

1 stop3h 11m

Chicago Midway

Thu 8/13

7:25 pm-10:45 pm

1 stop3h 20m

$248

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 10/26

11:15 am-4:50 pm

1 stop5h 35m

Chicago Midway

Sat 10/31

9:30 am-3:43 pm

2 stops6h 13m

$254
Quickest round-trip

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sun 9/6

12:50 pm-3:57 pm

1 stop3h 07m

Chicago Midway

Wed 9/16

7:13 pm-10:28 pm

1 stop3h 15m

$258

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 8/13

11:33 am-6:01 pm

1 stop6h 28m

Chicago Midway

Sat 8/15

7:25 pm-10:27 pm

1 stop3h 02m

$263

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 9/8

7:00 am-12:30 pm

2 stops5h 30m

Chicago Midway

Wed 9/16

9:49 am-3:52 pm

1 stop6h 03m

$264

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 9/8

7:00 am-12:30 pm

2 stops5h 30m

Chicago Midway

Wed 9/16

9:30 am-3:52 pm

2 stops6h 22m

$269

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 8/7

11:33 am-6:01 pm

1 stop6h 28m

Chicago Midway

Wed 8/12

7:25 pm-10:45 pm

1 stop3h 20m

$307

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 8/7

5:28 am-8:39 am

1 stop3h 11m

Chicago Midway

Fri 8/14

9:59 am-4:04 pm

1 stop6h 05m

$308

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 8/28

11:33 am-6:01 pm

1 stop6h 28m

Chicago Midway

Sat 8/29

7:25 pm-10:27 pm

1 stop3h 02m

$312

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 8/11

5:28 am-12:39 pm

2 stops7h 11m

Chicago Midway

Sat 8/15

7:25 pm-10:27 pm

1 stop3h 02m

$313

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 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

3h 22m

Direct flights

None
The fastest flight from Rochester, Minnesota to Chicago Midway Airport takes 3h 22m
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

Frequently asked questions about flying from Rochester, Minnesota to Chicago Midway Airport

  • How far is Rochester to Chicago Midway by plane?

    Chicago Midway is 284.0 mi away from Rochester. By plane, this route typically takes 3h 22m.

  • 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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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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