What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Rochester according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Rochester to Chicago on average per week?

127 flights are operational weekly from Rochester to Chicago as of January 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.

What is the cheapest airline that flies from Greater Rochester Intl to Chicago?

JetBlue, Southwest, and United Airlines are the most popular carriers operating from Greater Rochester Intl to Chicago

How many flights depart from Rochester to Chicago on average per day?

As of January 2026, there are 18 flights per day flying from Rochester to Chicago. The most common time of day flights depart is 6:00AM, with 45% of flights taking off in the afternoon.

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

Prices for flights from Greater Rochester Intl Airport to Chicago were last updated today.

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

As of January 2026, there are 3 operators available to choose from for flights from Greater Rochester Intl Airport to Chicago.

How old do you have to be to fly from Greater Rochester Intl 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 Greater Rochester Intl Airport to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$76 Cheap Flights from Rochester to Chicago in 2026

Q: What is the typical price of a round-trip flight between Rochester and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $279 to $403. The lowest price recently found on this route was $239.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Rochester to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:10 am - 11:25 am

ROC

ORD

6h 15m

1 stop

12:20 pm - 11:31 pm

ORD

ROC

10h 11m

1 stop

$239JetBlue

Sun, Mar 15 - Wed, Mar 25

8:05 am - 8:55 am

ROC

MDW

1h 50mnonstop

3:35 pm - 6:05 pm

MDW

ROC

1h 30mnonstop

$258Southwest

Sat, May 9 - Sat, May 16

12:20 pm - 6:15 pm

ROC

MDW

6h 55m

1 stop

3:35 pm - 6:05 pm

MDW

ROC

1h 30mnonstop

$268Southwest

Sat, May 9 - Sat, May 16

12:20 pm - 8:05 pm

ROC

MDW

8h 45m

2 stops

3:35 pm - 6:05 pm

MDW

ROC

1h 30mnonstop

$274Southwest

Sat, May 9 - Sat, May 16

5:23 pm - 6:49 pm

ROC

ORD

2h 26mnonstop

10:35 am - 1:39 pm

ORD

ROC

2h 04mnonstop

$277United Airlines

Tue, Feb 10 - Wed, Feb 11

6:10 am - 11:25 am

ROC

ORD

6h 15m

1 stop

12:20 pm - 11:31 pm

ORD

ROC

10h 11m

1 stop

$284JetBlue

Sat, Mar 14 - Wed, Mar 18

10:30 am - 11:56 am

ROC

ORD

2h 26mnonstop

1:00 pm - 7:06 pm

ORD

ROC

5h 06m

1 stop

$287United Airlines

Tue, Feb 10 - Wed, Feb 11

9:25 am - 5:52 pm

ROC

ORD

9h 27m

1 stop

4:51 pm - 9:23 am

ORD

ROC

15h 32m

2 stops

$292Multiple Airlines

Sun, Mar 15 - Wed, Mar 25

6:20 pm - 11:37 pm

ROC

ORD

6h 17m

1 stop

2:13 pm - 5:40 pm

ORD

ROC

26h 27m

2 stops

$294Multiple Airlines

Fri, Feb 27 - Sun, Mar 1

6:11 pm - 10:22 pm

ROC

MDW

5h 11m

1 stop

9:33 am - 3:28 pm

MDW

ROC

4h 55m

1 stop

$297Delta

Tue, Feb 10 - Wed, Feb 11

JetBlue flights from Rochester to Chicago

Our best JetBlue deals on Rochester to Chicago flight tickets

JetBlue

Mar 15

ROC6:10 amGreater Rochester Intl

6h 15m

1 stop

ORD11:25 amChicago O'Hare Intl

Mar 25

ORD12:20 pmChicago O'Hare Intl

10h 11m

1 stop

ROC11:31 pmGreater Rochester Intl

$239

JetBlue

Mar 14

ROC6:10 amGreater Rochester Intl

6h 15m

1 stop

ORD11:25 amChicago O'Hare Intl

Mar 18

ORD12:20 pmChicago O'Hare Intl

10h 11m

1 stop

ROC11:31 pmGreater Rochester Intl

$284

JetBlue

Feb 28

ROC6:00 amGreater Rochester Intl

7h 04m

1 stop

ORD12:04 pmChicago O'Hare Intl

Mar 3

ORD12:41 pmChicago O'Hare Intl

10h 18m

1 stop

ROC11:59 pmGreater Rochester Intl

$309

United Airlines flights from Rochester to Chicago

Our best United Airlines deals on Rochester to Chicago flight tickets

United Airlines

Feb 28

ROC5:26 pmGreater Rochester Intl

2h 09m

ORD6:35 pmChicago O'Hare Intl

Mar 2

ORD6:15 pmChicago O'Hare Intl

1h 51m

ROC9:06 pmGreater Rochester Intl

$315

United Airlines

Feb 28

ROC2:49 pmGreater Rochester Intl

4h 52m

1 stop

ORD6:41 pmChicago O'Hare Intl

Mar 2

ORD6:15 pmChicago O'Hare Intl

1h 51m

ROC9:06 pmGreater Rochester Intl

$325

United Airlines

Mar 5

ROC1:29 pmGreater Rochester Intl

2h 12m

ORD2:41 pmChicago O'Hare Intl

Mar 13

ORD10:40 amChicago O'Hare Intl

2h 05m

ROC1:45 pmGreater Rochester Intl

$352

Fly from

Fly to

Route

Depart

Return

Price

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sun 3/15

6:10 am-11:25 am

1 stop6h 15m

Chicago O'Hare Intl

Wed 3/25

12:20 pm-11:31 pm

1 stop10h 11m

$239

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Sat 5/9

8:05 am-8:55 am

Nonstop1h 50m

Chicago Midway

Sat 5/16

3:35 pm-6:05 pm

Nonstop1h 30m

$258

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Sat 5/9

12:20 pm-6:15 pm

1 stop6h 55m

Chicago Midway

Sat 5/16

3:35 pm-6:05 pm

Nonstop1h 30m

$268

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Sat 5/9

12:20 pm-8:05 pm

2 stops8h 45m

Chicago Midway

Sat 5/16

3:35 pm-6:05 pm

Nonstop1h 30m

$274

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Tue 2/10

5:23 pm-6:49 pm

Nonstop2h 26m

Chicago O'Hare Intl

Wed 2/11

10:35 am-1:39 pm

Nonstop2h 04m

$277

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sat 3/14

6:10 am-11:25 am

1 stop6h 15m

Chicago O'Hare Intl

Wed 3/18

12:20 pm-11:31 pm

1 stop10h 11m

$284

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Tue 2/10

10:30 am-11:56 am

Nonstop2h 26m

Chicago O'Hare Intl

Wed 2/11

1:00 pm-7:06 pm

1 stop5h 06m

$287

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sun 3/15

9:25 am-5:52 pm

1 stop9h 27m

Chicago O'Hare Intl

Wed 3/25

4:51 pm-9:23 am

2 stops15h 32m

$292

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Fri 2/27

6:20 pm-11:37 pm

1 stop6h 17m

Chicago O'Hare Intl

Sun 3/1

2:13 pm-5:40 pm

2 stops26h 27m

$294

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Tue 2/10

6:11 pm-10:22 pm

1 stop5h 11m

Chicago Midway

Wed 2/11

9:33 am-3:28 pm

1 stop4h 55m

$297

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Rochester 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

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Rochester and Chicago?

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Rochester, with most prices found around $284. If you’re not able to fly to Chicago in March, then May is your next best option. Flight prices from Rochester to Chicago during May average around $329.

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 Thursday when prices can be found for as low as $426. 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 to Chicago for around $544.

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 evening. Flights from Rochester to Chicago during this time can be as low as $420. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $511.

What is the cheapest Greater Rochester Intl to Chicago flight route?

Fly from Greater Rochester Intl to Chicago Midway for the best Greater Rochester Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Rochester when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $377 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Rochester for as low as $254 on momondo.

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

There are 4 cabin classes available to choose from on Greater Rochester Intl 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 to Chicago flights?

You could potentially save up to 11% on your flight if you consider stops on a Rochester to Chicago flight.

How have Rochester to Chicago flight prices changed over time?

As of January 2026, prices for Rochester to Chicago flights are approximately 15% cheaper when compared to flights at the same time last year.

When to book flights from Rochester to Chicago

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

Estimated round-trip price

Cheap Rochester to Chicago (ROC to CHI) flight deals and tips

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

Best Price Found	$135
Fastest flight time	1h 50m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Rochester in the past 72 hours is $135. The best round-trip flight deal from Rochester to Chicago found on momondo in the last 72 hours is $321.

The fastest flight from Rochester to Chicago takes 1h 50m

Direct flights go from Rochester to Chicago every day.

There are 3 airports in Chicago. From Rochester there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

How far is Greater Rochester Intl to Chicago by plane?
A flight from Greater Rochester Intl to Chicago will travel around 516.8 mi. In terms of flight time, this usually takes a little over 1h 50m.
When did momondo last update prices for flights from Greater Rochester Intl Airport to Chicago?
Prices for flights from Greater Rochester Intl Airport to Chicago were last updated today.
How many operators does momondo search for flights from Greater Rochester Intl Airport to Chicago?
As of January 2026, there are 3 operators available to choose from for flights from Greater Rochester Intl Airport to Chicago.
How old do you have to be to fly from Greater Rochester Intl 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 Greater Rochester Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Rochester to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Rochester to Chicago is Embraer 175 (14.37% of total bookings). The next most popular plane models are Embraer 170 (13.44%), Embraer 175 (Enhanced Winglets) (12.41%), and Boeing 737 MAX 8 (9.62%).
What is the most popular airline from Rochester to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Rochester to Chicago is American Airlines (48% of total bookings). The next most popular airlines are United Airlines (43%), Southwest (7%), and Delta (3%).

Best airlines flying from Rochester to Chicago

Compare and see reviews for airlines that fly from Rochester to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $197	Free Cancellation	Rating 7.2 11,164 reviews	Search American Airlines flights
United Airlines	PriceFrom $240	Free Cancellation	Rating 7.4 9,183 reviews	Search United Airlines flights
Southwest	PriceFrom $303	Free Cancellation	Rating 8.0 4,267 reviews	Search Southwest flights

Southwest Flights From Rochester to Chicago
Southwest operates around 7 flights from Rochester to Chicago every week. The average price of these flights found in the last 72 hours has been $393, but momondo users have found Southwest deals from Rochester to Chicago from as low as $303 round-trip. Southwest has been scored 8.0/10 in 4,267 reviews.
United Airlines Flights From Rochester to Chicago
Across 9,180 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Rochester to Chicago about 19 times each week, with ticket deals ranging from $240 to $360. Price data is based on momondo searches in the last 72 hours.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Rochester to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Rochester to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Rochester to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Rochester to Chicago flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Rochester to Chicago.

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

Yes. momondo can track prices for Rochester to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Thu 2/19

Thu 2/26

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from Rochester to Chicago from $76

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 to Chicago departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Rochester to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Rochester to Chicago

Our best JetBlue deals on Rochester to Chicago flight tickets

United Airlines flights from Rochester to Chicago

Our best United Airlines deals on Rochester to Chicago flight tickets

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Rochester to Chicago

What is the typical price of a round-trip flight between Rochester and Chicago?

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Rochester, with most prices found around $284. If you’re not able to fly to Chicago in March, then May is your next best option. Flight prices from Rochester to Chicago during May average around $329.

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

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 evening. Flights from Rochester to Chicago during this time can be as low as $420. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $511.

What is the cheapest Greater Rochester Intl to Chicago flight route?

Fly from Greater Rochester Intl to Chicago Midway for the best Greater Rochester Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

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

There are 4 cabin classes available to choose from on Greater Rochester Intl 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 to Chicago flights?

You could potentially save up to 11% on your flight if you consider stops on a Rochester to Chicago flight.

How have Rochester to Chicago flight prices changed over time?

As of January 2026, prices for Rochester to Chicago flights are approximately 15% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Greater Rochester Intl to Chicago?

JetBlue, Southwest, and United Airlines are the most popular carriers operating from Greater Rochester Intl to Chicago

What airlines fly to Chicago?

How many flights depart from Rochester to Chicago on average per day?

As of January 2026, there are 18 flights per day flying from Rochester to Chicago. The most common time of day flights depart is 6:00AM, with 45% of flights taking off in the afternoon.

How many flights depart from Rochester to Chicago on average per week?

127 flights are operational weekly from Rochester to Chicago as of January 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.

When to book flights from Rochester to Chicago

Cheap Rochester to Chicago (ROC to CHI) flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Greater Rochester Intl to Chicago by plane?

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

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

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

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

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

What is the most popular airline from Rochester to Chicago?

Best airlines flying from Rochester to Chicago

Compare and see reviews for airlines that fly from Rochester to Chicago with momondo

Southwest Flights From Rochester to Chicago

United Airlines Flights From Rochester to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Rochester to Chicago?

Can I find flights from Rochester to Chicago with flexible booking policies on momondo?

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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