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Cheap flights from Rochester, Minnesota to Chicago from $166

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 2/6. 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

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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.
American Airlines Logo
11:36 am - 1:02 pm
RST
-
ORD
1h 26mnonstop
American Airlines Logo
3:04 pm - 4:32 pm
ORD
-
RST
1h 28mnonstop
$309American Airlines
Wed, Jan 21 - Sat, Jan 24
Delta Logo
6:45 am - 11:47 am
RST
-
ORD
5h 02m1 stop
Delta Logo
12:55 pm - 4:12 pm
ORD
-
RST
3h 17m1 stop
$328Delta
Wed, Jan 21 - Sat, Jan 24
Delta Logo
6:45 am - 1:09 pm
RST
-
MDW
6h 24m1 stop
Delta Logo
11:45 am - 4:12 pm
MDW
-
RST
4h 27m1 stop
$328Delta
Wed, Jan 21 - Sat, Jan 24
American Airlines Logo
11:06 am - 12:36 pm
RST
-
ORD
1h 30mnonstop
American Airlines Logo
4:27 pm - 5:45 pm
ORD
-
RST
1h 18mnonstop
$329American Airlines
Wed, Dec 24 - Thu, Jan 1
Delta Logo
11:45 am - 9:05 pm
RST
-
ORD
9h 20m2 stops
Delta Logo
6:45 pm - 10:48 pm
ORD
-
RST
4h 03m1 stop
$334Delta
Wed, Jan 21 - Sat, Jan 24
Delta Logo
6:45 am - 1:09 pm
RST
-
MDW
6h 24m1 stop
Delta Logo
9:33 am - 4:12 pm
MDW
-
RST
6h 39m2 stops
$334Delta
Wed, Jan 21 - Sat, Jan 24
Delta Logo
6:45 am - 1:18 pm
RST
-
ORD
6h 33m2 stops
Delta Logo
6:50 am - 4:12 pm
ORD
-
RST
9h 22m2 stops
$339Delta
Wed, Jan 21 - Sat, Jan 24
Delta Logo
6:45 am - 12:49 pm
RST
-
MDW
6h 04m2 stops
Delta Logo
9:33 am - 4:12 pm
MDW
-
RST
6h 39m2 stops
$339Delta
Wed, Jan 21 - Sat, Jan 24
Delta Logo
11:45 am - 3:19 pm
RST
-
ORD
3h 34m1 stop
Delta Logo
6:45 pm - 10:48 pm
ORD
-
RST
4h 03m1 stop
$348Delta
Mon, Jan 12 - Tue, Jan 20
Delta Logo
6:30 am - 1:07 pm
RST
-
MDW
6h 37m1 stop
Delta Logo
5:00 pm - 10:46 pm
MDW
-
RST
5h 46m1 stop
$348Delta
Thu, Feb 12 - Sun, Feb 15

American Airlines flights from Rochester, Minnesota to Chicago

Our best American Airlines deals on Rochester, Minnesota to Chicago flight tickets
American Airlines
Jan 21
RST11:36 amRochester
1h 26m
ORD1:02 pmChicago O'Hare Intl
Jan 24
ORD3:04 pmChicago O'Hare Intl
1h 28m
RST4:32 pmRochester
$309
Find similar
American Airlines
Dec 24
RST11:06 amRochester
1h 30m
ORD12:36 pmChicago O'Hare Intl
Jan 1
ORD4:27 pmChicago O'Hare Intl
1h 18m
RST5:45 pmRochester
$329
Find similar
American Airlines
Jan 8
RST6:01 amRochester
1h 43m
ORD7:44 amChicago O'Hare Intl
Jan 11
ORD4:41 pmChicago O'Hare Intl
1h 28m
RST6:09 pmRochester
$349
Find similar

Delta flights from Rochester, Minnesota to Chicago

Our best Delta deals on Rochester, Minnesota to Chicago flight tickets
Delta
Jan 21
RST6:45 amRochester
5h 02m
1 stop
ORD11:47 amChicago O'Hare Intl
Jan 24
ORD12:55 pmChicago O'Hare Intl
3h 17m
1 stop
RST4:12 pmRochester
$328
Find similar
Delta
Jan 21
RST11:45 amRochester
9h 20m
2 stops
ORD9:05 pmChicago O'Hare Intl
Jan 24
ORD6:45 pmChicago O'Hare Intl
4h 03m
1 stop
RST10:48 pmRochester
$334
Find similar
Delta
Jan 21
RST6:45 amRochester
6h 33m
2 stops
ORD1:18 pmChicago O'Hare Intl
Jan 24
ORD6:50 amChicago O'Hare Intl
9h 22m
2 stops
RST4:12 pmRochester
$339
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Rochester, Minnesota to Chicago 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 December 4, 2025.
Use the filters below to find and compare flights from Rochester, Minnesota to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 1/21

11:36 am-1:02 pm

Nonstop1h 26m

Chicago O'Hare Intl

Sat 1/24

3:04 pm-4:32 pm

Nonstop1h 28m

$309

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 1/21

6:45 am-11:47 am

1 stop5h 02m

Chicago O'Hare Intl

Sat 1/24

12:55 pm-4:12 pm

1 stop3h 17m

$328

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 1/21

6:45 am-1:09 pm

1 stop6h 24m

Chicago Midway

Sat 1/24

11:45 am-4:12 pm

1 stop4h 27m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 12/24

11:06 am-12:36 pm

Nonstop1h 30m

Chicago O'Hare Intl

Thu 1/1

4:27 pm-5:45 pm

Nonstop1h 18m

$329

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 1/21

11:45 am-9:05 pm

2 stops9h 20m

Chicago O'Hare Intl

Sat 1/24

6:45 pm-10:48 pm

1 stop4h 03m

$334

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 1/21

6:45 am-1:09 pm

1 stop6h 24m

Chicago Midway

Sat 1/24

9:33 am-4:12 pm

2 stops6h 39m

$334

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 1/21

6:45 am-1:18 pm

2 stops6h 33m

Chicago O'Hare Intl

Sat 1/24

6:50 am-4:12 pm

2 stops9h 22m

$339

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 1/21

6:45 am-12:49 pm

2 stops6h 04m

Chicago Midway

Sat 1/24

9:33 am-4:12 pm

2 stops6h 39m

$339

RochesterChicago

RST - ORD

RSTORD

Rochester

Mon 1/12

11:45 am-3:19 pm

1 stop3h 34m

Chicago O'Hare Intl

Tue 1/20

6:45 pm-10:48 pm

1 stop4h 03m

$348

RochesterChicago

RST - MDW

RSTMDW

Rochester

Thu 2/12

6:30 am-1:07 pm

1 stop6h 37m

Chicago Midway

Sun 2/15

5:00 pm-10:46 pm

1 stop5h 46m

$348

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

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 month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Rochester, Minnesota, with most prices found around $339. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Rochester, Minnesota to Chicago during April average around $339.

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

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $418. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Rochester, Minnesota to Chicago for around $495.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Rochester, Minnesota to Chicago during this time can be as low as $460. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $478.

What is the cheapest Rochester to Chicago flight route?

Fly from Rochester to Chicago O'Hare Intl for the best Rochester - Chicago flight prices

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

There are 4 cabin classes available to choose from on Rochester to Chicago 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, Minnesota to Chicago flights?

You could potentially save up to 6% on your flight if you consider stops on a Rochester, Minnesota to Chicago flight.

How have Rochester, Minnesota to Chicago flight prices changed over time?

When to book flights from Rochester, Minnesota to Chicago

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

Cheap Rochester, Minnesota to Chicago (RST to CHI) flight deals and tips

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

Best Price Found

$233

Fastest flight time

1h 28m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Rochester, Minnesota in the past 72 hours is $233. The best round-trip flight deal from Rochester, Minnesota to Chicago found on momondo in the last 72 hours is $336.
The fastest flight from Rochester, Minnesota to Chicago takes 1h 28m
Direct flights go from Rochester, Minnesota to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Rochester to Chicago by plane?

    The distance between Rochester and Chicago is about 285.7 mi. Flights usually cover this in 1h 26m, depending on flying conditions and air traffic around both airports.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Rochester Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Rochester, Minnesota to Chicago?

  • What is the most popular airline from Rochester, Minnesota to Chicago?

Best airlines flying from Rochester, Minnesota to Chicago

Compare and see reviews for airlines that fly from Rochester, Minnesota to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $258Free CancellationRating
7.9
8,011 reviews
Search Delta flights
American AirlinesPriceFrom $289Free CancellationRating
7.2
11,045 reviews
Search American Airlines flights

  • American Airlines Flights From Rochester, Minnesota to Chicago

    American Airlines flies from Rochester, Minnesota to Chicago around 16 times per week, with 11,045 momondo users rating the airline 7.2/10. The cheapest American Airlines deal from Rochester, Minnesota to Chicago in the last 72 hours was $289 (round-trip), much lower than the average airfare cost of $359 for American Airlines 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
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. All flights to Chicago from Rochester on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Rochester.

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

If you are not ready to book a flight from Rochester to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport