HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$212+ Cheap flights from Rochester, MN (RST) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Rochester to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Rochester to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Rochester (RST) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$275
(Delta)

One-way from

$212
(Delta)

Popular in

June

Cheapest in

November

Average price

$445

Good round-trip deal

$369 or less

Good one-way deal

$258 or less
From Rochester to Chicago (CHI)
Search Deals
One-way flight from Rochester to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Rochester to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Rochester to Chicago (CHI).
Search Deals

Find flight deals from Rochester to Chicago

Cheapest flights from Rochester to Chicago
Explore the most affordable flight options available from Rochester to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:00 amRST - ORD
1 stop9h 50mDelta
Tue 11/118:50 amORD - RST
1 stop14h 49mDelta
Deal found 9/16$275
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/124:20 pmRST - MDW
1 stop20h 48mDelta
Thu 12/2511:48 amMDW - RST
1 stop9h 00mDelta
Deal found 9/14$275
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:30 amRST - ORD
1 stop5h 18mDelta
Tue 12/306:35 amORD - RST
1 stop16h 27mDelta
Deal found 9/16$302
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/124:20 pmRST - MDW
1 stop16h 59mDelta
Wed 12/2411:48 amMDW - RST
1 stop6h 08mDelta
Deal found 9/14$302
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:00 amRST - ORD
2 stops5h 40mDelta
Wed 11/128:50 amORD - RST
1 stop14h 49mDelta
Deal found 9/16$307
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:00 amRST - MDW
2 stops5h 34mDelta
Thu 12/2511:48 amMDW - RST
1 stop9h 00mDelta
Deal found 9/14$307
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:30 amRST - ORD
2 stops14h 26mDelta
Sat 1/36:35 amORD - RST
1 stop5h 26mDelta
Deal found 9/16$317
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:30 amRST - ORD
1 stop5h 18mDelta
Thu 1/16:35 amORD - RST
1 stop14h 13mDelta
Deal found 9/16$322
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/124:20 pmRST - MDW
1 stop20h 48mDelta
Sat 12/2011:48 amMDW - RST
1 stop6h 08mDelta
Deal found 9/14$322
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:13 pmRST - ORD
1 stop14h 50mDelta
Mon 11/106:00 amORD - RST
1 stop17h 39mDelta
Deal found 9/16$325
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/47:00 amRST - ORD
2 stops5h 40mDelta
Wed 11/128:50 amORD - RST
1 stop14h 49mDelta
Deal found 9/16$327
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/124:20 pmRST - MDW
1 stop16h 59mDelta
Mon 12/229:29 amMDW - RST
2 stops8h 27mDelta
Deal found 9/14$327

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rochester 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, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Rochester to Chicago that are best for you.

Fly from

Rochester

Fly to

Chicago

Route

Depart

Return

Price

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 11/8

7:00 am-4:50 pm

1 stop9h 50m

Chicago O'Hare Intl

Tue 11/11

8:50 am-11:39 pm

1 stop14h 49m

$275

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 12/16

11:40 am-8:40 am

1 stop21h 00m

Chicago O'Hare Intl

Mon 12/22

5:37 pm-12:01 pm

1 stop18h 24m

$275

RochesterChicago

RST - ORD

RSTORD

Rochester

Fri 12/12

4:20 pm-11:43 am

1 stop19h 23m

Chicago O'Hare Intl

Mon 12/22

5:37 pm-12:01 pm

1 stop18h 24m

$275

RochesterChicago

RST - MDW

RSTMDW

Rochester

Fri 12/12

4:20 pm-1:08 pm

1 stop20h 48m

Chicago Midway

Thu 12/25

11:48 am-8:48 pm

1 stop9h 00m

$275

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 11/18

6:28 pm-8:37 am

1 stop14h 09m

Chicago O'Hare Intl

Sat 11/22

6:00 am-10:55 am

1 stop4h 55m

$302

RochesterChicago

RST - ORD

RSTORD

Rochester

Mon 12/15

11:40 am-7:54 pm

1 stop8h 14m

Chicago O'Hare Intl

Tue 12/23

12:28 pm-5:56 pm

1 stop5h 28m

$302

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 12/13

11:40 am-9:40 pm

1 stop10h 00m

Chicago O'Hare Intl

Tue 12/23

6:35 am-12:01 pm

1 stop5h 26m

$302

RochesterChicago

RST - ORD

RSTORD

Rochester

Thu 12/25

6:30 am-11:48 am

1 stop5h 18m

Chicago O'Hare Intl

Wed 12/31

10:06 am-8:48 pm

1 stop10h 42m

$302

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 12/13

11:40 am-9:40 pm

1 stop10h 00m

Chicago O'Hare Intl

Wed 12/24

4:04 pm-8:48 pm

1 stop4h 44m

$302

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 12/17

11:40 am-9:40 pm

1 stop10h 00m

Chicago O'Hare Intl

Tue 12/23

12:28 pm-5:56 pm

1 stop5h 28m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 39 results
1
2
3
4

Best time to book a flight from Rochester to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Rochester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Rochester to Chicago

What is the cheapest month to book a flight from Rochester, Minnesota to Chicago?

Currently, August is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $245). Flying from Rochester, Minnesota to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from RST to CHI?

Find hourly flight availability from Rochester to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Rochester, Minnesota to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 4% on your trip compared to booking a flight at noon.

Weekly flight availability from Rochester, Minnesota to Chicago

Explore weekly flight availability from Rochester to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 16, 2025.

The most flights from RST to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 16, 2025.
Peruse reviews from past customers who have flown with American Airlines from Rochester to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Rochester to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Rochester to Chicago?

    For a flight from Rochester to Chicago, you will be flying from Rochester. Rochester (RST) is just 7.0 mi from the center of the city. Rochester is the only Rochester airport and it handles 5 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Rochester on a regular basis.

  • How long is the flight from Rochester, Minnesota to Chicago?

    Delta can get you from Rochester, Minnesota to Chicago in just under 9h 50m. Your travel time can differ by up to . There are 268 mi between Rochester, Minnesota and Chicago.

  • What are the cheapest airlines flying from Rochester, Minnesota to Chicago round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $229. Another option worth looking into is Delta, starting at $258 round trip. American Airlines is priced at 40% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from Rochester, Minnesota to Chicago?

    The top 3 most reliable airlines when flying from Rochester, Minnesota to Chicago are Envoy Air (80%), Qatar Airways (77%) and American Airlines (68%).

  • What are the cheapest flights from Rochester, Minnesota to Chicago?

    Looking for the cheapest flight from Rochester, Minnesota to Chicago? While on average our users pay $418, our data indicates the cheapest price to be $191. The most popular route (Rochester - Chicago O'Hare Intl), is priced around $275.

  • Can I find deals for flights from Rochester to Chicago that include hotel bookings?

    Yes. In addition to deals on Rochester to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Rochester to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Rochester to Chicago.

  • Can I find deals for business class flights from Rochester to Chicago?

    Yes. Cheapflights offers flight deals from Rochester to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Rochester, Minnesota to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $245). Flying from Rochester, Minnesota to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Rochester to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Minneapolis to O'Hare Intl flights
Minneapolis to Midway flights
Minneapolis to St. Louis flights
Fargo to O'Hare Intl flights
Sioux Falls to O'Hare Intl flights
Fargo to Midway flights
Minneapolis to Rockford flights
Sioux Falls to Midway flights
Rochester to O'Hare Intl flights
Duluth to O'Hare Intl flights
Fargo to St. Louis flights
Rochester to Midway flights
Minneapolis to Evansville flights
Duluth to Midway flights
Mason City to O'Hare Intl flights
Minneapolis to Peoria flights
Fargo to Peoria flights
Minneapolis to Moline flights
Sioux Falls to St. Louis flights
La Crosse to O'Hare Intl flights
Rochester to St. Louis flights
Minneapolis to Champaign flights
Sioux Falls to Bloomington flights
Ironwood to O'Hare Intl flights
Minneapolis to Bloomington flights
Brainerd to O'Hare Intl flights
Minneapolis to Dubuque flights
Rochester to Paducah flights
Rochester to Moline flights
La Crosse to Midway flights
Rochester to Peoria flights
Minneapolis to Springfield flights
La Crosse to St. Louis flights
La Crosse to Peoria flights
International Falls to O'Hare Intl flights
International Falls to Midway flights
Sioux Falls to Dubuque flights
Brainerd to Peoria flights

Top 2 airlines flying from Rochester to Chicago

Discover the top 2 airlines that operate flights from Rochester to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$229Average$345FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$473FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.