Cheap flights from Rochester to Chicago

Flights overview

Useful information for finding cheap flights from Rochester to Chicago and booking your next trip
Cheapest round-trip flights $363
United 1 stop 13 hr Thu, May 28 — Mon, Jun 1
The cheapest round-trip flight from Rochester to Chicago is currently $363
Cheapest one-way flight $168
Southwest Nonstop 2 hr Wed, May 27
The cheapest one-way flight from Rochester to Chicago is currently $168
Cheapest nonstop flights $373
Southwest Nonstop 2 hr Thu, Jun 4 — Mon, Jun 8
The cheapest nonstop round-trip flight from Rochester to Chicago is currently $373
Last-minute weekend getaway $307
United 1 stop 15 hr Sat, May 9 — Sun, May 10
The cheapest last-minute weekend getaway from Rochester to Chicago is currently $307
Cheapest business class flights $681
American Nonstop 3 hr Thu, Jun 4 — Mon, Jun 8
The cheapest business class round-trip flight from Rochester to Chicago is currently $681
Fastest flight 1 hr 45 min The fastest nonstop flight from Rochester to Chicago takes 1 hr 45 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Rochester to Chicago is typically September. The most expensive month to fly is typically May.
September
Cheapest
Typical prices: $200–345
May
Most expensive
Typical prices: $310–415

Popular airlines from Rochester to Chicago

  • Southwest
    Nonstop
    from $373
    Typical price: $330–510
    13 weekly nonstop flights
    ROC - MDW Every day
    1293 weekly connecting flights
    ROC - MDW, ORD Every day
  • United
    Nonstop
    from $363
    Typical price: $275–445
    28 weekly nonstop flights
    ROC - ORD Every day
    395 weekly connecting flights
    ROC - ORD Every day
  • American
    Nonstop
    from $373
    Typical price: $295–470
    25 weekly nonstop flights
    ROC - ORD Every day
    346 weekly connecting flights
    ROC - ORD Every day
  • Delta
    from $393
    Typical price: $335–530
    475 weekly connecting flights
    ROC - MDW, ORD Every day
  • JetBlue
    from $413
    Typical price: $265–790
    21 weekly connecting flights
    ROC - ORD Every day

Popular airports near Rochester

  • Frederick Douglass Greater Rochester International Airport (ROC)
    Rochester United States 12 min 4 mi
  • Buffalo Niagara International Airport (BUF)
    Buffalo United States 1 hr 8 min 58 mi
  • Syracuse Hancock International Airport (SYR)
    Syracuse United States 1 hr 37 min 75 mi
  • Albany International Airport (ALB)
    Albany United States 3 hr 24 min 194 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Rochester to Chicago

The cheapest flights from Rochester to Chicago are usually in September. Typical ticket prices in September range from $200 to $345.
The cheapest round-trip flight from Rochester to Chicago recently found on Google Flights was with United from $363. The cheapest one-way flight was with Southwest from $168.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Rochester to Chicago is $373, flying from Jun 4 to Jun 8.
  • The cheapest United flight from Rochester to Chicago is $363, flying from May 28 to Jun 1.
  • The cheapest American flight from Rochester to Chicago is $373, flying from Jun 4 to Jun 8.
  • The cheapest Delta flight from Rochester to Chicago is $393, flying from May 28 to Jun 1.
  • The cheapest JetBlue flight from Rochester to Chicago is $413, flying from Jul 23 to Jul 27.
The cheapest round-trip flight from Rochester to Chicago starts at $363 from Thu, May 28 to Mon, Jun 1. The cheapest one-way flight starts at $168 and departs on Wed, May 27.
1 hr 45 min is the shortest flight time from Rochester to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Rochester to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Rochester to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Rochester to Chicago.

In terms of nonstop flights, United is the most popular. United offers 28 nonstop flights and 395 connecting flights per week. United flies from Frederick Douglass Greater Rochester International Airport (ROC) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 13 nonstop flights and 1,293 connecting flights per week. Southwest flies from Frederick Douglass Greater Rochester International Airport (ROC) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Rochester to Chicago are:
  • American offers 25 nonstop flights and 346 connecting flights per week. American flies from Frederick Douglass Greater Rochester International Airport (ROC) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 475 connecting flights per week. Delta flies from Frederick Douglass Greater Rochester International Airport (ROC) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • JetBlue offers 21 connecting flights per week. JetBlue flies from Frederick Douglass Greater Rochester International Airport (ROC) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Rochester and Chicago.
The cheapest round-trip flight from Rochester to Chicago recently found on Google Flights was with United from $363. The cheapest one-way flight was with Southwest from $168.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Rochester to Chicago is $373, flying from Jun 4 to Jun 8.
  • The cheapest United flight from Rochester to Chicago is $363, flying from May 28 to Jun 1.
  • The cheapest American flight from Rochester to Chicago is $373, flying from Jun 4 to Jun 8.
  • The cheapest Delta flight from Rochester to Chicago is $393, flying from May 28 to Jun 1.
  • The cheapest JetBlue flight from Rochester to Chicago is $413, flying from Jul 23 to Jul 27.
Southwest, United and American fly direct from Rochester to Chicago.
  • There are 13 Southwest direct flights from Rochester to Chicago per week. Flights are available every day.
  • There are 28 United direct flights from Rochester to Chicago per week. Flights are available every day.
  • There are 25 American direct flights from Rochester to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Rochester and Chicago at price $307 is offered by United from Sat, May 9 to Sun, May 10.
Southwest, United and American fly direct from Rochester to Chicago.
  • There are 13 Southwest direct flights from Rochester to Chicago per week. Flights are available every day.
  • There are 28 United direct flights from Rochester to Chicago per week. Flights are available every day.
  • There are 25 American direct flights from Rochester to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Rochester to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Rochester and Chicago start at $373 from Thu, Jun 4 to Mon, Jun 8 with Southwest.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Rochester to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Rochester and Chicago start at $681 from Thu, Jun 4 to Mon, Jun 8 with American.
The cheapest economy class round-trip flights between Rochester and Chicago start at $363 from Thu, May 28 to Mon, Jun 1.
To book business class trips from Rochester to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Rochester and Chicago starts at $307 from Sat, May 9 to Sun, May 10 with United.
The cheapest last-minute deal between Rochester and Chicago at price $307 is offered by United from Sat, May 9 to Sun, May 10.
To find last-minute flight deals from Rochester to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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