HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$228+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
avr. 25 — mai 21
sam. 4/25
sam. 5/2
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

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 mars 26, 2026.

This United Airlines deal was found by Cheapflights users on 3/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/18:22 am
RST
-
ORD
Nonstop1h 28m
United Airlines
mer. 5/68:50 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/24$229
This United Airlines deal was found by Cheapflights users on 3/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/48:00 am
RST
-
ORD
Nonstop1h 30m
United Airlines
dim. 6/78:04 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/21$242
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 7/38:00 am
RST
-
ORD
Nonstop1h 30m
United Airlines
mar. 7/78:09 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/23$279
This United Airlines deal was found by Cheapflights users on 3/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 8/156:50 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
sam. 8/294:05 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/22$281
This United Airlines deal was found by Cheapflights users on 3/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/18:20 pm
RST
-
ORD
Nonstop1h 28m
United Airlines
dim. 5/311:00 pm
ORD
-
RST
Nonstop1h 36m
United Airlines
Deal found 3/21$299
This United Airlines deal was found by Cheapflights users on 3/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 4/302:52 pm
RST
-
ORD
Nonstop1h 28m
United Airlines
dim. 5/38:50 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/25$300
This United Airlines deal was found by Cheapflights users on 3/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/111:00 am
RST
-
ORD
Nonstop1h 30m
United Airlines
lun. 6/298:50 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/25$309
This United Airlines deal was found by Cheapflights users on 3/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 5/38:20 pm
RST
-
ORD
Nonstop1h 28m
United Airlines
mar. 5/55:03 pm
ORD
-
RST
Nonstop1h 28m
United Airlines
Deal found 3/25$317
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 6/511:00 am
RST
-
ORD
Nonstop1h 30m
United Airlines
lun. 6/158:50 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/26$324
This United Airlines deal was found by Cheapflights users on 3/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 8/148:10 am
RST
-
ORD
Nonstop1h 30m
United Airlines
sam. 8/294:05 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/22$326
This United Airlines deal was found by Cheapflights users on 3/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 7/233:19 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
dim. 7/261:15 pm
ORD
-
RST
Nonstop1h 29m
United Airlines
Deal found 3/25$334
This United Airlines deal was found by Cheapflights users on 3/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 9/1111:28 am
RST
-
ORD
Nonstop1h 30m
United Airlines
dim. 9/138:00 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/24$339

Find 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 mars 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(United Airlines)

One-way from

$228
(American Airlines)

Popular in

October

Cheapest in

August

Average price

$441

Good round-trip deal

$336 or less

Good one-way deal

$325 or less
Provider with most accurate pricing for Rochester-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Rochester-Chicago (CHI) flights.
Search Deals
From Rochester to Chicago (CHI)
Search Deals
One-way flight from Rochester to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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

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 mars 26, 2026.
Use the filters below to find and compare flights from Rochester to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RochesterChicago

RST - ORD

RSTORD

Rochester

ven. 5/29

7:05 pm-8:35 pm

Nonstop1h 30m

Chicago O'Hare Intl

dim. 5/31

8:50 am-10:22 am

Nonstop1h 32m

$229

RochesterChicago

RST - ORD

RSTORD

Rochester

ven. 5/8

5:00 am-6:28 am

Nonstop1h 28m

Chicago O'Hare Intl

dim. 5/10

5:03 pm-6:31 pm

Nonstop1h 28m

$229
Quickest round-trip

RochesterChicago

RST - ORD

RSTORD

Rochester

jeu. 4/30

8:20 pm-9:48 pm

Nonstop1h 28m

Chicago O'Hare Intl

mar. 5/5

12:40 pm-2:06 pm

Nonstop1h 26m

$229

RochesterChicago

RST - ORD

RSTORD

Rochester

mer. 6/3

8:00 am-9:30 am

Nonstop1h 30m

Chicago O'Hare Intl

mar. 6/9

8:04 pm-9:36 pm

Nonstop1h 32m

$299

RochesterChicago

RST - ORD

RSTORD

Rochester

mer. 6/24

5:15 am-11:31 am

1 stop6h 16m

Chicago O'Hare Intl

sam. 6/27

5:57 pm-10:28 pm

1 stop4h 31m

$366

RochesterChicago

RST - MDW

RSTMDW

Rochester

mar. 6/2

11:33 am-5:56 pm

1 stop6h 23m

Chicago Midway

sam. 6/13

9:54 am-4:06 pm

1 stop6h 12m

$366

RochesterChicago

RST - MDW

RSTMDW

Rochester

mer. 6/3

5:30 am-8:42 am

1 stop3h 12m

Chicago Midway

mer. 6/10

1:16 pm-10:46 pm

2 stops9h 30m

$372

RochesterChicago

RST - ORD

RSTORD

Rochester

lun. 6/8

4:46 pm-8:35 am

1 stop15h 49m

Chicago O'Hare Intl

sam. 6/13

5:57 pm-10:28 pm

1 stop4h 31m

$380

RochesterChicago

RST - MDW

RSTMDW

Rochester

lun. 6/8

4:46 pm-8:37 am

1 stop15h 51m

Chicago Midway

sam. 6/13

6:55 pm-10:28 pm

1 stop3h 33m

$380

RochesterChicago

RST - MDW

RSTMDW

Rochester

sam. 5/2

6:00 am-12:43 pm

2 stops6h 43m

Chicago Midway

mar. 5/5

7:16 pm-10:43 pm

1 stop3h 27m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 35 resultsSorted by cheapest first
1
2
3
4

Compare providers for flights from Rochester to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Rochester to Chicago in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Rochester-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rochester-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rochester-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rochester-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Rochester-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 to Chicago?

Currently, April is the cheapest month in which you can book a flight from Rochester to Chicago (average of $54). Flying from Rochester to Chicago in February is currently the most expensive (average of $116). 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 mars 26, 2026.

A simple way to save on the total cost of your ticket is to fly from Rochester to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 37% on your trip compared to booking a flight at noon.

Weekly flight availability from Rochester 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 mars 26, 2026.

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 (4 on average).

How much does it cost to fly round-trip from Rochester 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 mars 26, 2026.
Peruse reviews from past customers who have flown with United Airlines 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.
United Airlines
7.4
Good
9,483 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,483 reviews
United Airlines
7.4
Good
9,483 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.1
Good
11,495 reviews
United Airlines
7.4
Good
9,483 reviews

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 to Chicago?

    United Airlines and Delta can get you from Rochester to Chicago in just under 1h 30m. Your travel time can differ by up to 4h 46m. Rochester and Chicago are separated by a distance of 268 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Currently priced at $168, United Airlines will fly you from Rochester to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $309. United Airlines is priced at 58% lower than the current average price of a flight leaving 3 months from now.

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

    The top 3 most reliable airlines when flying from Rochester to Chicago are Envoy Air (63%), Iberia (63%) and American Airlines (61%).

  • What are the cheapest flights from Rochester to Chicago?

    Looking for the cheapest flight from Rochester to Chicago? While on average our users pay $646, our data indicates the cheapest price to be $182. The most popular route (Rochester - Chicago O'Hare Intl), is priced around $229.

  • 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 to Chicago?

    Currently, April is the cheapest month in which you can book a flight from Rochester to Chicago (average of $54). Flying from Rochester to Chicago in February is currently the most expensive (average of $116). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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.

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 mars 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$168Average$263FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$309Average$392FlexibilityNo cancel feeOn-time71%

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.
Site
©2026 Cheapflights