Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

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 3/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Rochester to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:20 pm - 11:37 pm
ROC
-
ORD
6h 17m1 stop
Multiple Airlines Logo
6:02 pm - 6:00 pm
ORD
-
ROC
22h 58m2 stops
$208Multiple Airlines
Mon, Mar 2 - Wed, Mar 4
Multiple Airlines Logo
4:32 pm - 1:37 pm
ROC
-
ORD
22h 05m2 stops
Multiple Airlines Logo
7:21 pm - 7:01 pm
ORD
-
ROC
22h 40m1 stop
$214Multiple Airlines
Sat, Jan 24 - Wed, Jan 28
Multiple Airlines Logo
7:41 pm - 9:43 am
ROC
-
ORD
15h 02m1 stop
Multiple Airlines Logo
2:42 pm - 5:40 pm
ORD
-
ROC
25h 58m2 stops
$224Multiple Airlines
Sun, Feb 1 - Thu, Feb 5
JetBlue Logo
7:30 am - 1:23 pm
ROC
-
ORD
6h 53m1 stop
JetBlue Logo
9:00 am - 3:17 pm
ORD
-
ROC
5h 17m1 stop
$229JetBlue
Mon, Jan 19 - Thu, Jan 22
Multiple Airlines Logo
6:50 pm - 12:08 pm
ROC
-
ORD
18h 18m2 stops
Multiple Airlines Logo
7:45 am - 6:10 pm
ORD
-
ROC
9h 25m1 stop
$231Multiple Airlines
Fri, Jan 16 - Mon, Jan 19
Multiple Airlines Logo
4:32 pm - 1:37 pm
ROC
-
ORD
22h 05m2 stops
Multiple Airlines Logo
7:21 pm - 7:01 pm
ORD
-
ROC
22h 40m1 stop
$233Multiple Airlines
Sat, Jan 24 - Sat, Jan 31
Southwest Logo
6:10 am - 7:25 am
ROC
-
MDW
2h 15mnonstop
Southwest Logo
2:20 pm - 4:55 pm
MDW
-
ROC
1h 35mnonstop
$331Southwest
Tue, Jan 6 - Thu, Jan 8
Southwest Logo
6:10 am - 7:25 am
ROC
-
MDW
2h 15mnonstop
Southwest Logo
6:50 am - 12:05 pm
MDW
-
ROC
4h 15m1 stop
$341Southwest
Tue, Jan 6 - Thu, Jan 8
Delta Logo
12:59 pm - 5:45 pm
ROC
-
MDW
5h 46m1 stop
Delta Logo
9:34 am - 3:22 pm
MDW
-
ROC
4h 48m1 stop
$351Delta
Tue, Feb 17 - Thu, Feb 19
Delta Logo
6:00 am - 8:52 am
ROC
-
MDW
3h 52m1 stop
Delta Logo
4:30 pm - 11:57 pm
MDW
-
ROC
6h 27m1 stop
$363Delta
Sat, Jan 24 - Sat, Jan 31

JetBlue flights from Rochester to Chicago

Our best JetBlue deals on Rochester to Chicago flight tickets
JetBlue
Jan 19
ROC7:30 amGreater Rochester Intl
6h 53m
1 stop
ORD1:23 pmChicago O'Hare Intl
Jan 22
ORD9:00 amChicago O'Hare Intl
5h 17m
1 stop
ROC3:17 pmGreater Rochester Intl
$229
Find similar
JetBlue
Apr 24
ROC5:00 pmGreater Rochester Intl
6h 59m
1 stop
ORD10:59 pmChicago O'Hare Intl
Apr 26
ORD8:00 amChicago O'Hare Intl
7h 05m
1 stop
ROC4:05 pmGreater Rochester Intl
$255
Find similar
JetBlue
Apr 23
ROC5:00 pmGreater Rochester Intl
6h 59m
1 stop
ORD10:59 pmChicago O'Hare Intl
Apr 26
ORD1:45 pmChicago O'Hare Intl
8h 35m
1 stop
ROC11:20 pmGreater Rochester Intl
$263
Find similar

United Airlines flights from Rochester to Chicago

Our best United Airlines deals on Rochester to Chicago flight tickets
United Airlines
Jan 6
ROC10:25 amGreater Rochester Intl
2h 26m
ORD11:51 amChicago O'Hare Intl
Jan 8
ORD10:35 amChicago O'Hare Intl
2h 04m
ROC1:39 pmGreater Rochester Intl
$331
Find similar
United Airlines
Jan 6
ROC10:25 amGreater Rochester Intl
2h 26m
ORD11:51 amChicago O'Hare Intl
Jan 8
ORD8:52 amChicago O'Hare Intl
4h 21m
1 stop
ROC2:13 pmGreater Rochester Intl
$341
Find similar
United Airlines
Dec 13
ROC1:37 pmGreater Rochester Intl
2h 18m
ORD2:55 pmChicago O'Hare Intl
Dec 13
ORD6:03 pmChicago O'Hare Intl
14h 47m
2 stops
ROC9:50 amGreater Rochester Intl
$349
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 11, 2025.
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

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Mon 3/2

6:20 pm-11:37 pm

1 stop6h 17m

Chicago O'Hare Intl

Wed 3/4

6:02 pm-6:00 pm

2 stops22h 58m

$208

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sat 1/24

4:32 pm-1:37 pm

2 stops22h 05m

Chicago O'Hare Intl

Wed 1/28

7:21 pm-7:01 pm

1 stop22h 40m

$214

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sun 2/1

7:41 pm-9:43 am

1 stop15h 02m

Chicago O'Hare Intl

Thu 2/5

2:42 pm-5:40 pm

2 stops25h 58m

$224

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Mon 1/19

7:30 am-1:23 pm

1 stop6h 53m

Chicago O'Hare Intl

Thu 1/22

9:00 am-3:17 pm

1 stop5h 17m

$229

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Fri 1/16

6:50 pm-12:08 pm

2 stops18h 18m

Chicago O'Hare Intl

Mon 1/19

7:45 am-6:10 pm

1 stop9h 25m

$231

RochesterChicago

ROC - ORD

ROCORD

Greater Rochester Intl

Sat 1/24

4:32 pm-1:37 pm

2 stops22h 05m

Chicago O'Hare Intl

Sat 1/31

7:21 pm-7:01 pm

1 stop22h 40m

$233

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Tue 1/6

6:10 am-7:25 am

Nonstop2h 15m

Chicago Midway

Thu 1/8

2:20 pm-4:55 pm

Nonstop1h 35m

$331

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Tue 1/6

6:10 am-7:25 am

Nonstop2h 15m

Chicago Midway

Thu 1/8

6:50 am-12:05 pm

1 stop4h 15m

$341

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Tue 2/17

12:59 pm-5:45 pm

1 stop5h 46m

Chicago Midway

Thu 2/19

9:34 am-3:22 pm

1 stop4h 48m

$351

RochesterChicago

ROC - MDW

ROCMDW

Greater Rochester Intl

Sat 1/24

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

Sat 1/31

4:30 pm-11:57 pm

1 stop6h 27m

$363

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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

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 $280. If you’re not able to fly to Chicago in March, then January is your next best option. Flight prices from Rochester to Chicago during January average around $297.

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 $430. 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 $543.

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 $416. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $514.

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

Fly from Greater Rochester Intl to Chicago O'Hare Intl 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 $350 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?

No. A direct flight is the cheapest option for a flight between Rochester to Chicago.

How have Rochester to Chicago flight prices changed over time?

As of December 2025, prices for Rochester to Chicago flights are approximately 91% more expensive 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

$187

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Rochester in the past 72 hours is $187. The best round-trip flight deal from Rochester to Chicago found on momondo in the last 72 hours is $314.
The fastest flight from Rochester to Chicago takes 1h 45m
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 45m.

  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $200Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
United AirlinesPriceFrom $239Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
SouthwestPriceFrom $303Free CancellationRating
7.9
4,253 reviews
Search Southwest flights

  • Southwest Flights From Rochester to Chicago

    Southwest operates around 4 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 7.9/10 in 4,253 reviews.

  • United Airlines Flights From Rochester to Chicago

    Across 9,095 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Rochester to Chicago about 20 times each week, with ticket deals ranging from $239 to $352. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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
Sat 1/10
Sat 1/17
By creating a price alert you accept our terms of use and privacy policy.

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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport