RST - CHI

$222 Find Cheap Flights from Rochester to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$377
Typical prices: $328-$485
American Airlines
Wed 10/24Wed 10/31
RST - ORD • Non-stop
Cheapest one-way
$222
Typical prices: $344-$389
Delta
Wed 10/10
RST - ORD • 1 stop
Nonstop flights
Every day
You can fly direct with American Airlines. Average duration is 1h 38m
Direct flights
+1
Direct flights
+1
Top routes
RST - MDW
Cheapest • 16% average savings
RST - ORD
Most popular
Insights
Insights
When to book
26 weeks
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
When to travel
June
Cheapest • 28% price drop
June
Most popular
Good to know
+1
Good to know
+1
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Booking Insights
Flight Deals

Cheap Flights from Rochester to Chicago (RST-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Rochester to Chicago

Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
1:02 pm - 2:34 pmRST  Rochester-ORD Chicago O'Hare Intl
1h 32mnonstop
American Airlines Logo
10:40 pm - 12:07 amORD  Chicago O'Hare Intl-RST Rochester
1h 27mnonstop
$377American Airlines
Wed, Dec 30 - Fri, Jan 1
Delta Logo
4:24 pm - 9:25 amRST  Rochester-ORD Chicago O'Hare Intl
17h 01m1 stop Minneapolis St Paul
Delta Logo
6:25 am - 10:54 pmORD  Chicago O'Hare Intl-RST Rochester
16h 29m1 stop Minneapolis St Paul
$378Delta
Sat, Oct 24 - Sat, Oct 31
Delta Logo
11:23 am - 2:36 pmRST  Rochester-ORD Chicago O'Hare Intl
3h 13m1 stop Minneapolis St Paul
Delta Logo
6:20 am - 10:43 amORD  Chicago O'Hare Intl-RST Rochester
4h 23m1 stop Minneapolis St Paul
$396Delta
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
1:02 pm - 2:34 pmRST  Rochester-ORD Chicago O'Hare Intl
1h 32mnonstop
American Airlines Logo
10:40 pm - 12:07 amORD  Chicago O'Hare Intl-RST Rochester
1h 27mnonstop
$397American Airlines
Sat, Oct 24 - Sat, Oct 31
Delta Logo
11:23 am - 4:26 pmRST  Rochester-ORD Chicago O'Hare Intl
5h 03m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County
Delta Logo
6:20 am - 10:43 amORD  Chicago O'Hare Intl-RST Rochester
4h 23m1 stop Minneapolis St Paul
$402Delta
Sat, Oct 24 - Sat, Oct 31
Delta Logo
6:00 am - 12:59 pmRST  Rochester-ORD Chicago O'Hare Intl
6h 59m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County
Delta Logo
1:55 pm - 10:45 pmORD  Chicago O'Hare Intl-RST Rochester
8h 50m2 stops Detroit Metropolitan Wayne County Minneapolis St Paul
$407Delta
Wed, Oct 7 - Wed, Oct 14
American Airlines Logo
1:02 pm - 2:34 pmRST  Rochester-ORD Chicago O'Hare Intl
1h 32mnonstop
American Airlines Logo
10:40 pm - 12:07 amORD  Chicago O'Hare Intl-RST Rochester
1h 27mnonstop
$409American Airlines
Wed, Oct 7 - Tue, Oct 13
American Airlines Logo
4:27 pm - 5:59 pmRST  Rochester-ORD Chicago O'Hare Intl
1h 32mnonstop
American Airlines Logo
10:40 pm - 12:07 amORD  Chicago O'Hare Intl-RST Rochester
1h 27mnonstop
$409American Airlines
Tue, Dec 29 - Fri, Jan 1
Delta Logo
6:30 am - 9:39 pmRST  Rochester-ORD Chicago O'Hare Intl
15h 09m1 stop Minneapolis St Paul
Delta Logo
6:25 am - 10:54 pmORD  Chicago O'Hare Intl-RST Rochester
16h 29m1 stop Minneapolis St Paul
$415Delta
Wed, Oct 21 - Wed, Oct 28
Delta Logo
4:22 pm - 9:27 pmRST  Rochester-ORD Chicago O'Hare Intl
5h 05m1 stop Minneapolis St Paul
Delta Logo
6:20 am - 10:43 amORD  Chicago O'Hare Intl-RST Rochester
4h 23m1 stop Minneapolis St Paul
$416Delta
Booking Insights

Price, demand and travel trends for Rochester to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Rochester to Chicago with more confidence.

How much is a round-trip flight from Rochester to Chicago?

Round-trip flights from Rochester to Chicago start at $377. Prices are typical for this route right now, with typical round-trip fares ranging from $328 to $485. The lowest price found in the past 5 days was $377 on American Airlines.

What is the cheapest Rochester to Chicago flight route?

Rochester (RST) to Chicago Midway Airport (MDW) is the cheapest Rochester to Chicago route, averaging $308 round-trip. Other Rochester to Chicago routes average $421, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Rochester to Chicago?

Thursday is the cheapest day of the week to fly from Rochester to Chicago, it is 17% cheaper than the average day. Monday is the most expensive day with flight prices 66% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Rochester to Chicago?

  • June is the cheapest month to fly from Rochester to Chicago at $298 round-trip.
  • October ($509) and July ($481) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 70% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Rochester to Chicago the cheapest?

Flights from Rochester to Chicago are cheapest 26 weeks before departure. Booking in this window typically costs about 43% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Rochester to Chicago flights

Low season

February

Cheapest flight

$222
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 28% lower on average.
Flight from Rochester to Chicago O'Hare Intl Airport

When to book flights from Rochester to Chicago

Are your dates flexible? Find out the best times to travel from Rochester to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Rochester to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Rochester to Chicago flights?

    Among airlines operating Rochester to Chicago flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Rochester to Chicago?

    Only American Airlines operates flights between Rochester and Chicago.

  • Which airports can I use when flying from Rochester to Chicago?

    Flights from Rochester to Chicago usually depart from Rochester (RST) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Rochester to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Rochester to Chicago?

    Only Economy Class is available on flights from Rochester to Chicago.

  • How much can I save by taking a layover when flying from Rochester to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $400 round-trip via Minneapolis St Paul (MSP), compared to $423 for nonstop.

  • What is the standard checked-bag allowance on flights from Rochester to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $50–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Rochester to Chicago pass through?

    Most connecting flights from Rochester to Chicago pass through Minneapolis St Paul (MSP), which handles 100% of one-stop traffic on this route. Other layover airports each see under 5%.

  • Can I save money by using flexible dates for flights from Rochester to Chicago?

    Yes. Being flexible with your travel dates can save you up to 50% on the Rochester to Chicago route. Thursday is the cheapest departure day at $349 round-trip on average, while Monday is the most expensive at $692, a difference of $343. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Rochester to Chicago spread across the day?

    Afternoon is the busiest departure period on Rochester to Chicago flights, with 66% of flights leaving in that window. Morning departures account for 34%, evening flights for 0%, and night flights for 0%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Rochester to Chicago?

    These are the earliest and latest flight times available from Rochester to Chicago:

    • Earliest: departs at 5:50 am and lands at 7:28 am
    • Latest: departs at 6:18 pm and lands at 7:56 pm.

    The flight takes about 1h 38m.

  • How expensive are last-minute Rochester to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 15% above the route average of $416. Book 26 weeks before departure for the lowest fares.

  • How long is a flight from Rochester to Chicago?

    A nonstop flight from Rochester to Chicago takes 1h 38m, covering 283 miles.

  • Do I need a passport to fly from Rochester to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Rochester to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $377 to $1,861. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Rochester to Chicago looking right now?

    One-way fares from Rochester to Chicago are currently lower than usual. Average one-way flight prices are about $258, which is 32% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Rochester to Chicago flight?

    Round-trip flights from Rochester to Chicago range from $328 to $485, with an average of $416 over the past 12 months. Anything below $328 counts as a good deal.

  • Which airlines offer Wi-Fi on Rochester to Chicago flights?

    American Airlines is the only airline on the Rochester to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Rochester to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Thursday departure instead of Monday. On this route, Thursday flights average $349 - about $343 less than Monday (50% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 43% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Rochester to Chicago trip for June. Fares historically average $298 round-trip in that month - typically $211 less than the most expensive month, which is October (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Minneapolis St Paul Airport (MSP) can be cheaper than flying direct. The cheapest layover option averages $400 round-trip on this route - about $23 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

Prefer to fly direct from Rochester to Chicago?

 
Find which airlines fly direct from Rochester Airport to Chicago, which days they fly and book direct flights.

Direct departures

Rochester to Chicago

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago to Rochester

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

More options for your flight from Rochester to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago