Chicago

$211+ 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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Jul 6 — Jul 131
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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 July 1, 2025.

Round-trip from

$278
(Delta)

One-way from

$211
(American Airlines)

Popular in

June

Cheapest in

October

Average price

$389

Good round-trip deal

$366 or less

Good one-way deal

$202 or less
From Rochester to Chicago (CHI)
One-way flight from Rochester to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($33 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from Rochester to Chicago (CHI).
Price to beat on a one-way flight from Rochester to Chicago (CHI).

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 July 1, 2025.

This Delta deal was found by Cheapflights users on 6/29. 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.
Mon 8/254:59 pmRST - ORD
2 stops19h 46mDelta
Sat 8/305:00 pmORD - RST
2 stops17h 53mDelta
Deal found 6/29$278
This Delta deal was found by Cheapflights users on 6/29. 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.
Mon 8/254:59 pmRST - MDW
2 stops15h 36mDelta
Wed 9/36:17 pmMDW - RST
2 stops16h 36mDelta
Deal found 6/29$279
This American Airlines deal was found by Cheapflights users on 6/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:02 amRST - ORD
Nonstop1h 20mAmerican Airlines
Sat 10/1110:16 pmORD - RST
Nonstop1h 19mAmerican Airlines
Deal found 6/29$310

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 July 1, 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

Mon 8/25

4:59 pm-12:45 pm

2 stops19h 46m

Chicago O'Hare Intl

Sat 8/30

5:00 pm-10:53 am

2 stops17h 53m

$278

RochesterChicago

RST - MDW

RSTMDW

Rochester

Mon 8/25

4:59 pm-8:35 am

2 stops15h 36m

Chicago Midway

Wed 9/3

6:17 pm-10:53 am

2 stops16h 36m

$279

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 10/7

6:02 am-7:22 am

Nonstop1h 20m

Chicago O'Hare Intl

Sat 10/11

10:16 pm-11:35 pm

Nonstop1h 19m

$310

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 7/30

5:20 pm-6:45 pm

Nonstop1h 25m

$211

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 7/8

11:27 am-3:03 pm

1 stop3h 36m

$354

RochesterChicago

RST - MDW

RSTMDW

Rochester

Tue 7/8

11:27 am-5:39 pm

1 stop6h 12m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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 July 1, 2025.

A simple way to save on the total cost of your ticket is to fly from Rochester, Minnesota to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 2% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Rochester, Minnesota to Chicago?

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 July 1, 2025.
Peruse reviews from past customers who have flown with Delta and 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.
8.0
Very good

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 1 outbound flight to Chicago per day. 2 airlines have flights to Chicago from Rochester on a regular basis.

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

    Flying on Delta is currently your cheapest option to Chicago, with prices starting at $278. Another option worth looking into is American Airlines, starting at $310 round trip. Delta is priced at 26% 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 Qatar Airways (72%), SkyWest Airlines (65%) and American Airlines (65%).

  • 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 $371, our data indicates the cheapest price to be $153. The most popular route (Rochester - Chicago Midway), is priced around $348.

  • 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 Rochester?

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

Browse thousands of different options on Cheapflights for your next trip

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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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$229Average$339FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$473FlexibilityNo cancel feeOn-timeN/A

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