HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$209+ Cheap flights from Rochester, MN (RST) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
RST — CHI
Apr 16 — Apr 231
Thu 4/16
Thu 4/23
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

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 March 17, 2026.

This United Airlines deal was found by Cheapflights users on 3/12. 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.
Fri 5/295:00 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
Mon 6/12:45 pm
ORD
-
RST
Nonstop1h 29m
United Airlines
Deal found 3/12$209
This United Airlines deal was found by Cheapflights users on 3/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:20 pm
RST
-
ORD
Nonstop1h 28m
United Airlines
Sun 5/311:00 pm
ORD
-
RST
Nonstop1h 36m
United Airlines
Deal found 3/16$229
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Fri 5/15:00 am
RST
-
ORD
Nonstop1h 28m
United Airlines
Fri 5/811:00 pm
ORD
-
RST
Nonstop1h 36m
United Airlines
Deal found 3/12$269
This United Airlines deal was found by Cheapflights users on 3/13. 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.
Sat 5/25:00 am
RST
-
ORD
Nonstop1h 28m
United Airlines
Fri 5/158:08 pm
ORD
-
RST
Nonstop1h 36m
United Airlines
Deal found 3/13$289
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Thu 8/206:50 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
Sat 8/229:21 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/12$293
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Mon 5/253:19 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
Wed 5/278:50 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/12$297
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Sat 8/226:50 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
Thu 8/278:00 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/15$324
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Thu 9/36:50 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
Sat 9/124:05 pm
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/15$328
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Thu 8/206:50 pm
RST
-
ORD
Nonstop1h 30m
United Airlines
Sun 8/239:21 am
ORD
-
RST
Nonstop1h 32m
United Airlines
Deal found 3/12$329
This American Airlines deal was found by Cheapflights users on 3/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:43 pm
RST
-
ORD
Nonstop1h 42m
American Airlines
Wed 4/229:40 am
ORD
-
RST
Nonstop1h 26m
American Airlines
Deal found 3/16$347
This Delta deal was found by Cheapflights users on 3/16. 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.
Wed 4/1511:32 am
RST
-
ORD
1 stop10h 06m
Delta
Wed 4/228:32 pm
ORD
-
RST
1 stop14h 20m
Delta
Deal found 3/16$354
This Delta deal was found by Cheapflights users on 3/12. 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 10/1711:15 am
RST
-
ORD
1 stop3h 42m
Delta
Wed 10/216:00 am
ORD
-
RST
1 stop4h 53m
Delta
Deal found 3/12$366

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 March 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(United Airlines)

Popular in

October

Cheapest in

August

Average price

$441

Good round-trip deal

$345 or less

Good one-way deal

$294 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
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 March 17, 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

Sat 5/30

8:00 am-9:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Wed 6/3

8:04 pm-9:36 pm

Nonstop1h 32m

$269
Quickest round-trip

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 5/20

11:05 am-12:33 pm

Nonstop1h 28m

Chicago O'Hare Intl

Thu 5/28

2:45 pm-4:14 pm

Nonstop1h 29m

$289

RochesterChicago

RST - ORD

RSTORD

Rochester

Thu 9/3

6:50 pm-8:20 pm

Nonstop1h 30m

Chicago O'Hare Intl

Sat 9/12

4:05 pm-5:37 pm

Nonstop1h 32m

$328

RochesterChicago

RST - ORD

RSTORD

Rochester

Wed 4/15

6:00 am-7:52 pm

1 stop13h 52m

Chicago O'Hare Intl

Thu 4/23

6:25 am-10:43 pm

1 stop16h 18m

$384

RochesterChicago

RST - ORD

RSTORD

Rochester

Tue 7/14

10:57 am-12:27 pm

Nonstop1h 30m

Chicago O'Hare Intl

Sat 7/18

3:52 pm-5:21 pm

Nonstop1h 29m

$399

RochesterChicago

RST - ORD

RSTORD

Rochester

Sat 8/22

4:30 pm-9:34 pm

1 stop5h 04m

Chicago O'Hare Intl

Thu 8/27

5:20 pm-11:28 pm

1 stop6h 08m

$422

RochesterChicago

RST - ORD

RSTORD

Rochester

Thu 8/20

4:30 pm-9:34 pm

1 stop5h 04m

Chicago O'Hare Intl

Sat 8/22

6:00 am-10:46 am

1 stop4h 46m

$422

RochesterChicago

RST - ORD

RSTORD

Rochester

Thu 9/3

11:15 am-2:58 pm

1 stop3h 43m

Chicago O'Hare Intl

Sat 9/12

6:00 am-10:46 am

1 stop4h 46m

$422

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 5/20

5:30 am-12:42 pm

2 stops7h 12m

Chicago Midway

Mon 5/25

7:13 pm-10:44 pm

1 stop3h 31m

$428

RochesterChicago

RST - MDW

RSTMDW

Rochester

Sat 8/22

7:00 am-1:11 pm

1 stop6h 11m

Chicago Midway

Thu 8/27

9:30 am-4:02 pm

2 stops6h 32m

$428

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 32 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, Minnesota-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Rochester, Minnesota-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Rochester, Minnesota-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Rochester, Minnesota-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, Minnesota-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, Minnesota to Chicago?

Currently, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $54). Flying from Rochester, Minnesota 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 March 17, 2026.

A simple way to save on the total cost of your ticket is to fly from Rochester, Minnesota to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 24% 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 March 17, 2026.

The most flights from RST to CHI are scheduled on a Monday (7 on average). You will have fewer flight options on Wednesday, 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 March 17, 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
9,431 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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
9,431 reviews
United Airlines
7.4
Good
9,431 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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
11,468 reviews
United Airlines
7.4
Good
9,431 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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 6 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?

    United Airlines and Delta can get you from Rochester, Minnesota to Chicago in just under 1h 30m. Your travel time can differ by up to 19h 04m. There are 268 mi between Rochester, Minnesota and Chicago. 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, Minnesota to Chicago round-trip?

    Flying on United Airlines is currently your cheapest option to Chicago, with prices starting at $168. Another option worth looking into is American Airlines, starting at $309 round trip. 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, Minnesota to Chicago?

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

  • 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 $429, our data indicates the cheapest price to be $203. 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, Minnesota to Chicago?

    Currently, April is the cheapest month in which you can book a flight from Rochester, Minnesota to Chicago (average of $54). Flying from Rochester, Minnesota 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 March 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$168Average$263FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$309Average$386FlexibilityNo 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.