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Airlines Flying to Chicago

See which airlines fly to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
American Airlines logo American Airlines
United Airlines logo United Airlines
Frontier Airlines logo Frontier Airlines
Delta Air Lines logo Delta Air Lines
Etihad Airways logo Etihad Airways
Jetblue Airways logo Jetblue Airways
EVA Air logo EVA Air
Alaska Airlines logo Alaska Airlines
EgyptAir logo EgyptAir
Air Canada logo Air Canada
Porter Airlines logo Porter Airlines
Volaris logo Volaris
Royal Jordanian logo Royal Jordanian
Turkish Airlines logo Turkish Airlines
LOT Polish Airlines logo LOT Polish Airlines
Cathay Pacific logo Cathay Pacific
Ethiopian Airlines logo Ethiopian Airlines
All Nippon Airways logo All Nippon Airways
avianca logo avianca

Latest Flight Deals to Chicago

These are the best offers on flights to Chicago you’ll find over the next 60 days, with savings of up to NZD 263. Don’t miss out!

22%
New York Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Wed, Sep 23
NZD 216
NZD 277
48%
Los Angeles Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Mon, Oct 19
NZD 166
NZD 319
28%
Dallas Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Sat, Sep 19
NZD 232
NZD 324
53%
Atlanta Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Oct 21
NZD 126
NZD 267
13%
Houston Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Fri, Sep 11
NZD 269
NZD 310
38%
Boston Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Mon, Sep 14
NZD 189
NZD 304
31%
San Francisco Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Mon, Oct 19
NZD 236
NZD 342
47%
Orlando Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Sep 9
NZD 147
NZD 279
76%
Las Vegas Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Oct 28
NZD 84
NZD 347

When is the cheapest time to book flights to Chicago?

Departure:

What is the cheapest month to book a one-way flight from New York to Chicago?

Average price of one-way tickets from New York to Chicago booked on Trip.com over the past 12 months.

For a one-way flight from New York to Chicago, fares are lowest in November (NZD 153) and highest in July (NZD 355).

NZD 355
NZD 254
NZD 153
NZD 52
    Cheapest
  • NZD 217
    Aug
  • NZD 304
    Sep
  • NZD 227
    Oct
  • NZD 153
    Nov
  • NZD 243
    Dec
  • NZD 183
    Jan
  • NZD 197
    Feb
  • NZD 160
    Mar
  • NZD 254
    Apr
  • NZD 303
    May
  • NZD 296
    Jun
  • NZD 355
    Jul

Which day of the week is cheapest to fly from New York to Chicago?

Data is based on the past 12 months and shows the average weekly airfare from New York to Chicago on different days of the week according to Trip.com.

Based on Trip.com data from the past 12 months, the cheapest day to fly from New York to Chicago is Tuesday. The average fare on this day is usually lower than on other days. Try to avoid flying on Sunday as fares are usually the highest.

NZD 321
NZD 274
NZD 226
NZD 179
  • NZD 278
    Mon
  • NZD 226
    Tue
  • NZD 239
    Wed
  • NZD 289
    Thu
  • NZD 293
    Fri
  • NZD 280
    Sat
  • NZD 321
    Sun

Round-trip fights to Chicago

Whether it's a quick getaway or a business trip to remember, our 3–7 day round trips are perfect for experiencing Chicago affordably.

4 day trip
Wed, Oct 21- Sat, Oct 24
4 day trip
Los Angeles
Chicago
NZD 188
Search
5 day trip
Tue, Sep 15- Sat, Sep 19
5 day trip
San Francisco
Chicago
NZD 259
Search
3 day trip
Mon, Sep 14- Wed, Sep 16
3 day trip
London
Chicago
NZD 344
Search
6 day trip
Mon, Sep 21- Sat, Sep 26
6 day trip
Taipei
Chicago
NZD 1,176
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8 day trip
Sun, Oct 4- Sun, Oct 11
8 day trip
Singapore
Chicago
NZD 1,350
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Useful info for your flights to Chicago from the United Kingdom

Cheapest one-way flight priceNZD 136
Cheapest round-trip ticket priceNZD 259
Cheapest monthDecember
Peak season for travelJuly
Flight distance1,145.24 km
Average flight time3 hours 16 minutes
Popular airlineAmerican Airlines

Frequently asked questions: Booking Chicago flights

  • What is the average flight ticket price from United States to Chicago?

    The average ticket price to Chicago is NZD 894. Please use this price as a reference only.
    • Approx. 3 hours to fly from New York to Chicago.
    • Approx. 4 hours 30 minutes to fly from Los Angeles to Chicago.
    • Approx. 2 hours 18 minutes to fly from Atlanta to Chicago.
    • Approx. 2 hours 2 minutes to fly from Toronto to Chicago.
  • You can book cheaper flights in the following ways:
    • Search for tickets to a city or airport near Chicago.
    • Look up different airlines that have flights to Chicago.
    • Browse different departure dates from the same month.
    • Filter for different departure times from the same day.
    • Check for discount information on various social media sites.
    • Explore deals and discounts on airline websites.
  • Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is September. The average price of flight tickets to Chicago in September is NZD 790.
  • Flight tickets to Chicago are the cheapest in December compared to other months, the average price is NZD 1,135.
  • Popular airlines with flights to Chicago: American Airlines , United Airlines , and Frontier Airlines .

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