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Cheap flights from Rochester to Chicago from $95

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 10/23. 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

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Cheap round-trip flights

Multiple Airlines Logo
6:20 am - 7:34 amROC-ORD
26h 14m1 stop
Multiple Airlines Logo
7:51 pm - 5:58 pmORD-ROC
21h 07m1 stop
$219Multiple Airlines
Find Deal
Thu, Oct 23 - Fri, Oct 24
JetBlue Logo
4:05 pm - 9:52 pmROC-ORD
6h 47m1 stop
JetBlue Logo
7:00 am - 3:10 pmORD-ROC
7h 10m1 stop
$220JetBlue
Find Deal
Tue, Dec 2 - Mon, Dec 8
Spirit Airlines Logo
1:13 pm - 9:23 pmROC-ORD
9h 10m1 stop
Spirit Airlines Logo
5:05 am - 7:31 pmORD-ROC
13h 26m1 stop
$226Spirit Airlines
Find Deal
Fri, Dec 12 - Sun, Dec 14
Spirit Airlines Logo
8:00 am - 6:46 pmROC-ORD
11h 46m1 stop
Spirit Airlines Logo
6:00 am - 5:58 pmORD-ROC
10h 58m1 stop
$229Spirit Airlines
Find Deal
Fri, Oct 17 - Sat, Oct 25
Multiple Airlines Logo
6:57 pm - 6:33 pmROC-ORD
24h 36m2 stops
Multiple Airlines Logo
8:30 am - 5:58 pmORD-ROC
8h 28m1 stop
$234Multiple Airlines
Find Deal
Fri, Oct 17 - Sat, Oct 25
American Airlines Logo
6:00 am - 7:11 amROC-ORD
2h 11mnonstop
American Airlines Logo
9:07 pm - 12:04 amORD-ROC
1h 57mnonstop
$299American Airlines
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Sun, Feb 1 - Thu, Feb 5
Southwest Logo
3:25 pm - 4:20 pmROC-MDW
1h 55mnonstop
Southwest Logo
7:30 pm - 10:05 pmMDW-ROC
1h 35mnonstop
$311Southwest
Find Deal
Mon, Nov 10 - Thu, Nov 13
Delta Logo
1:15 pm - 6:34 pmROC-MDW
6h 19m1 stop
Delta Logo
9:30 am - 3:34 pmMDW-ROC
5h 04m1 stop
$319Delta
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Sun, Feb 1 - Thu, Feb 5
Southwest Logo
6:45 pm - 7:35 pmROC-MDW
1h 50mnonstop
Southwest Logo
6:00 am - 12:20 pmMDW-ROC
5h 20m1 stop
$321Southwest
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Wed, Oct 15 - Sat, Oct 18
Delta Logo
1:15 pm - 6:34 pmROC-MDW
6h 19m1 stop
Delta Logo
10:35 am - 5:33 pmMDW-ROC
5h 58m1 stop
$331Delta
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Tue, Mar 3 - Wed, Mar 4

Spirit Airlines flights from Rochester to Chicago

Our best Spirit Airlines deals on Rochester to Chicago flight tickets
Spirit Airlines
Dec 12
ROC1:13 pmRochester Greater Rochester Intl
9h 10m
1 stop
ORD9:23 pmChicago O'Hare Intl
Dec 14
ORD5:05 amChicago O'Hare Intl
13h 26m
1 stop
ROC7:31 pmRochester Greater Rochester Intl
$226
Find similar
Spirit Airlines
Oct 17
ROC8:00 amRochester Greater Rochester Intl
11h 46m
1 stop
ORD6:46 pmChicago O'Hare Intl
Oct 25
ORD6:00 amChicago O'Hare Intl
10h 58m
1 stop
ROC5:58 pmRochester Greater Rochester Intl
$229
Find similar
Spirit Airlines
Oct 17
ROC8:00 amRochester Greater Rochester Intl
14h 33m
1 stop
ORD9:33 pmChicago O'Hare Intl
Oct 21
ORD6:58 pmChicago O'Hare Intl
22h 00m
1 stop
ROC5:58 pmRochester Greater Rochester Intl
$246
Find similar

JetBlue flights from Rochester to Chicago

Our best JetBlue deals on Rochester to Chicago flight tickets
JetBlue
Dec 2
ROC4:05 pmRochester Greater Rochester Intl
6h 47m
1 stop
ORD9:52 pmChicago O'Hare Intl
Dec 8
ORD7:00 amChicago O'Hare Intl
7h 10m
1 stop
ROC3:10 pmRochester Greater Rochester Intl
$220
Find similar
JetBlue
Feb 1
ROC7:30 amRochester Greater Rochester Intl
6h 53m
1 stop
ORD1:23 pmChicago O'Hare Intl
Feb 5
ORD2:20 pmChicago O'Hare Intl
8h 55m
1 stop
ROC12:15 amRochester Greater Rochester Intl
$237
Find similar
JetBlue
Feb 24
ROC4:35 pmRochester Greater Rochester Intl
5h 58m
1 stop
ORD9:33 pmChicago O'Hare Intl
Mar 1
ORD7:00 amChicago O'Hare Intl
7h 37m
1 stop
ROC3:37 pmRochester Greater Rochester Intl
$242
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 September 17, 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

Rochester Greater Rochester Intl

Thu 10/23

6:20 am-7:34 am

1 stop26h 14m

Chicago O'Hare Intl

Fri 10/24

7:51 pm-5:58 pm

1 stop21h 07m

$219

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Tue 12/2

4:05 pm-9:52 pm

1 stop6h 47m

Chicago O'Hare Intl

Mon 12/8

7:00 am-3:10 pm

1 stop7h 10m

$220

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 12/12

1:13 pm-9:23 pm

1 stop9h 10m

Chicago O'Hare Intl

Sun 12/14

5:05 am-7:31 pm

1 stop13h 26m

$226

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 10/17

8:00 am-6:46 pm

1 stop11h 46m

Chicago O'Hare Intl

Sat 10/25

6:00 am-5:58 pm

1 stop10h 58m

$229

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Fri 10/17

6:57 pm-6:33 pm

2 stops24h 36m

Chicago O'Hare Intl

Sat 10/25

8:30 am-5:58 pm

1 stop8h 28m

$234

RochesterChicago

ROC - ORD

ROCORD

Rochester Greater Rochester Intl

Sun 2/1

6:00 am-7:11 am

Nonstop2h 11m

Chicago O'Hare Intl

Thu 2/5

9:07 pm-12:04 am

Nonstop1h 57m

$299

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Mon 11/10

3:25 pm-4:20 pm

Nonstop1h 55m

Chicago Midway

Thu 11/13

7:30 pm-10:05 pm

Nonstop1h 35m

$311

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Sun 2/1

1:15 pm-6:34 pm

1 stop6h 19m

Chicago Midway

Thu 2/5

9:30 am-3:34 pm

1 stop5h 04m

$319

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Wed 10/15

6:45 pm-7:35 pm

Nonstop1h 50m

Chicago Midway

Sat 10/18

6:00 am-12:20 pm

1 stop5h 20m

$321

RochesterChicago

ROC - MDW

ROCMDW

Rochester Greater Rochester Intl

Tue 3/3

1:15 pm-6:34 pm

1 stop6h 19m

Chicago Midway

Wed 3/4

10:35 am-5:33 pm

1 stop5h 58m

$331

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 January is, on average, the cheapest month to fly to Chicago from Rochester, with most prices found around $279. If you’re not able to fly to Chicago in January, then March is your next best option. Flight prices from Rochester to Chicago during March average around $280.

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 $435. 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 $550.

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 $403. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $525.

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

Fly from Rochester Greater Rochester Intl to Chicago Midway for the best Rochester 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 $342 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 $225 on momondo.

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

There are 4 cabin classes available to choose from on Rochester 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 September 2025, prices for Rochester to Chicago flights are approximately 58% 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

$174

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Rochester in the past 72 hours is $174. The best round-trip flight deal from Rochester to Chicago found on momondo in the last 72 hours is $322.
The fastest flight from Rochester to Chicago takes 1h 50m
Direct flights go from Rochester to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • How far is Rochester Greater Rochester Intl to Chicago by plane?

    A flight from Rochester 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 Rochester Greater Rochester Intl Airport to Chicago?

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

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

  • How old do you have to be to fly from Rochester 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 Rochester 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 $198Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $222Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
SouthwestPriceFrom $287Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

  • Southwest Flights From Rochester to Chicago

    Southwest operates around 5 flights from Rochester to Chicago every week. The average price of these flights found in the last 72 hours has been $381, but momondo users have found Southwest deals from Rochester to Chicago from as low as $287 round-trip. Southwest has been scored 8.0/10 in 4,242 reviews.

  • United Airlines Flights From Rochester to Chicago

    Across 8,926 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Rochester to Chicago about 27 times each week, with ticket deals ranging from $222 to $345. 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
Lansing
Portage
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.

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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