$73 Cheap flight deals from Rochester (ROC) to Chicago (CHI)

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This Weekend's Flight Deals from Rochester to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Nov 8 - Mon, Nov 17
ROC
Greater Rochester Intl.
ORD
O'Hare Intl.
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Nov 8 from Greater Rochester Intl. to O'Hare Intl., returning Mon, Nov 17, priced at $313 found 1 day ago
Fri, Nov 7 - Tue, Nov 11
ROC
Greater Rochester Intl.
RFD
Greater Rockford
$537 Roundtrip, found 7 hours ago
$537
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Nov 7 from Greater Rochester Intl. to Greater Rockford, returning Tue, Nov 11, priced at $537 found 7 hours ago
Fri, Nov 7 - Tue, Nov 11
ROC
Greater Rochester Intl.
MDW
Midway Intl.
$538 Roundtrip, found 7 hours ago
$538
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, Nov 7 from Greater Rochester Intl. to Midway Intl., returning Tue, Nov 11, priced at $538 found 7 hours ago

Airfares from $73 One Way, $151 Round Trip from Rochester to Chicago

Prices starting at $151 for return flights and $73 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jan 29 - Mon, Feb 2
ROC
Rochester
ORD
Chicago
$151 Roundtrip, found 4 days ago
$151
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Jan 29 from Rochester to Chicago, returning Mon, Feb 2, priced at $151 found 4 days ago
Tue, Feb 3 - Wed, Feb 4
ROC
Rochester
ORD
Chicago
$153 Roundtrip, found 4 days ago
$153
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Feb 3 from Rochester to Chicago, returning Wed, Feb 4, priced at $153 found 4 days ago
Tue, Jan 6 - Mon, Jan 12
ROC
Rochester
ORD
Chicago
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 6 from Rochester to Chicago, returning Mon, Jan 12, priced at $154 found 2 days ago
Thu, Jan 15 - Wed, Jan 21
ROC
Rochester
ORD
Chicago
$154 Roundtrip, found 5 days ago
$154
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Jan 15 from Rochester to Chicago, returning Wed, Jan 21, priced at $154 found 5 days ago
Mon, Jan 26 - Wed, Feb 4
ROC
Rochester
ORD
Chicago
$200 Roundtrip, found 8 hours ago
$200
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Mon, Jan 26 from Rochester to Chicago, returning Wed, Feb 4, priced at $200 found 8 hours ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

8.2/10 Very Good! (2,141 reviews)

Dec 12 - Dec 14

2 night stay

Rochester (ROC) to Chicago (ORD)

JetBlue Airways • Non-stop • Coach

Chicago (ORD) to Rochester (ROC)

Spirit Airlines • Non-stop • Coach
Price was $541, price is now $413 per person
$413
per person
found 24 hours ago
The AC was not working properly and the room felt stuffy. We were there for a night and could not sleep after a couple of hours because of stuffiness.

Reviewed on Sep 14, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,602 reviews)

Dec 12 - Dec 14

2 night stay

Rochester (ROC) to Chicago (ORD)

JetBlue Airways • Non-stop • Coach

Chicago (ORD) to Rochester (ROC)

Spirit Airlines • Non-stop • Coach
Price was $593, price is now $436 per person
$436
per person
found 24 hours ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,188 reviews)

Dec 12 - Dec 15

3 night stay

Rochester (ROC) to Chicago (ORD)

JetBlue Airways • Non-stop roundtrip • Coach
Price was $595, price is now $439 per person
$439
per person
found 9 hours ago
Hotel was excellent and wonderful views from the room!

Reviewed on Oct 25, 2025

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More About Flying To Chicago from Rochester

Route Information for Flights from Rochester to Chicago

Origin Airport IATA Code
ROC
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Fly from Rochester to Chicago

When you fly from Rochester to Chicago, you ll be in for a delightful trip filled with historic attractions including Millennium Park, Chicago s signature foods such as deep-dish pizza and Chicago-style hotdogs and shopping at the Magnificent Mile. You can easily get to the Greater Rochester International Airport (ROC) by taking the 390, 590 or 490 freeways. Your flight time from Rochester to Chicago will only take about one hour and 30 minutes.

Attractions

Millennium Park is one of Chicago s most iconic locations, and it s conveniently located east of Downtown Chicago. The park is a great place to spend a day because you can go for a peaceful walk through the park while gazing at the local architecture, artwork and sculptures throughout the area. Close to the heart of Downtown Chicago is the Magnificent Mile, which is known for its assortment of restaurants, street vendors, clothing stores and bars. This is the perfect spot if you want to indulge in the local nightlife.

Hints and tips

O Hare International Airport (ORD) is located in the eastern part of the city. From the airport, you can conveniently get to your hotel by taking a taxi or shuttle. If you rent a car, 90 and 294 are the main freeways. You can also take the local subway system to get to your hotel. Taste of Chicago is one of the city s most popular festivals, featuring local restaurants and live entertainment every summer.

Frequently asked questions

Are there non-stop flights from Rochester to Chicago?
Yes, there are two airlines that offer nonstop flights from Rochester, NY (ROC-Greater Rochester Intl.) to O'Hare Intl. Airport (ORD). Look for a bargain fare and reserve your favorite seat with United Airlines or American Airlines.
What is the shortest flight from Rochester to Chicago?
Leave those movies on your laptop for another day, because the flight from Greater Rochester Intl. Airport (ROC) to Midway Intl. Airport (MDW) can be as quick as 2 hours and 31 minutes.
What airlines fly from Rochester to Chicago most frequently?
United Airlines (UA) is one of the airlines with the most flights from Rochester, NY (ROC-Greater Rochester Intl.) to ORD. It offers 121 flights on this route every month. Escaping on vacation is one of life's greatest pleasures, and this carrier will get you to your destination quickly and safely. American Airlines (AA) will also get you to your destination in comfort. Offering 78 monthly flights between Rochester and Chicago, it's another popular airline to look into.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.