Cheap flights from Cancun to Chicago

Cancun
CUN
Chicago FSS
CHI

Flight deals from Cancun to Chicago

Below you can see the best deals on flights Cancun — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 24 September, from $163.

Top 10 cheap flights from Cancun to Chicago

DM
DM
$ 172

Cancun — Chicago

12:35—23:40
3 Sep 2026
11 h 5 m
1 stop
DM
DM
$ 199

Cancun — Chicago

12:35—23:40
3 Sep 2026
11 h 5 m
1 stop
Y4
Y4
$ 225

Cancun — Chicago

21:50—05:52
4 Sep 2026
8 h 2 m
1 stop
Y4
Y4
$ 225

Cancun — Chicago

10:50—23:47
2 Sep 2026
12 h 57 m
1 stop
Y4
Y4
$ 225

Cancun — Chicago

15:20—23:47
3 Sep 2026
8 h 27 m
1 stop
Y4
Y4
$ 225

Cancun — Chicago

16:32—00:55
3 Sep 2026
8 h 23 m
1 stop
Y4
Y4
$ 225

Cancun — Chicago

10:50—23:47
3 Sep 2026
12 h 57 m
1 stop
Y4
Y4
$ 225

Cancun — Chicago

10:40—00:55
3 Sep 2026
14 h 15 m
1 stop
Y4
Y4
$ 226

Cancun — Chicago

10:50—23:47
10 Sep 2026
12 h 57 m
1 stop
Y4
Y4
$ 226

Cancun — Chicago

21:50—05:52
5 Sep 2026
8 h 2 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Cancun — Chicago flight

Looking for cheap flights from Cancun to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Cancun — Chicago ticket online at the best price.

The route has direct flights — around 107 flights per week, flights are operated by United Airlines, American Airlines, Frontier Airlines, Volaris and 4 more airlines, a nonstop flight takes about 4 h 5 min, the distance between the cities is around 2,298 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $163Min. price
SeptemberCheapest
JunePeak season
YesDirect flights
2,298 kmDistance
4 h 5 minTravel time
8Airlines
107 / wkFlights

Flight schedule from Cancun to Chicago

The table shows direct flights from Cancun to Chicago on the selected date. The flight takes approximately 4 h 5 min. Regular flights are operated by United Airlines, American Airlines, Frontier Airlines and Volaris. Departures from Cancun International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 14 Aug 2026

Flight ticket prices by day: Cancun — Chicago

Below is a calendar of the lowest flight ticket prices for Cancun — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $163 in September, and the most expensive are around $247 in June. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Cancun to Chicago by month. Tickets are usually cheapest in November (around $230) and priciest in March (about $350) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$338highMay$290mediumSep$254low
Feb$290mediumJun$314highOct$242low
Mar$350highJul$326highNov$230low
Apr$326highAug$290mediumDec$326high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in September and most expensive in June. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Cancun — Chicago ticket

  • Book ahead: fares for Cancun — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • The cheapest month to fly to Chicago is usually September — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Cancun — Chicago route are operated by 8 airlines; United Airlines runs the most flights (around 39% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    14x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight CUN → ORD14x/week
      Duration
      3h 55m
      Days
      MTWTFSS
    39.3%Open →
  • American AirlinesAA
    11x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight CUN → ORD11x/week
      Duration
      4h 5m
      Days
      MTWTFSS
    29.9%Open →
  • Frontier AirlinesF9
    5x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight CUN → ORD5x/week
      Duration
      4h 9m
      Days
      MTWTFSS
    13.1%Open →
  • VolarisY4
    3x/week
    WebsiteFleet: 15233.4M pax/year
    • Direct flight CUN → ORD3x/week
      Duration
      4h 9m
      Days
      MTWTFSS
    9.3%Open →
  • Southwest AirlinesWN
    1x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight CUN → MDW1x/week
      Duration
      3h 35m
      Days
      MTWTFSS
    2.8%Open →
  • EmiratesEK
    1x/week
    WebsiteFleet: 26051.9M pax/year
    • Direct flight CUN → ORD1x/week
    2.8%Open →
  • Spirit AirlinesNK
    1x/week
    WebsiteFleet: 20544.1M pax/year
    • Direct flight CUN → ORD1x/week
      Duration
      3h 40m
      Days
      MTWTFSS
    1.9%Open →
  • Qatar AirwaysQR
    1x/week
    WebsiteFleet: 26640M pax/year
    • Direct flight CUN → ORD1x/week
    0.9%Open →

Cities and airports on the Cancun — Chicago route

Flights Cancun — Chicago depart from Cancun International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Cancun

CUN
Mexico
About the cityHow to get thereWeatherAll about the country Mexico
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Cancun — Chicago flight

How long is the flight from Cancun to Chicago?

A nonstop Cancun — Chicago flight takes about 4 h 5 min — the distance between the cities is around 2,298 km.

How far is it from Cancun to Chicago?

The distance from Cancun to Chicago is about 2,298 km, which a nonstop flight covers in around 4 h 5 min.

Are there direct flights from Cancun to Chicago?

Yes, there are nonstop flights Cancun — Chicago — around 107 flights per week.

Which airlines fly from Cancun to Chicago?

Airlines operating Cancun — Chicago include United Airlines, American Airlines, Frontier Airlines, Volaris, Southwest Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Cancun — Chicago flights use?

Flights from Cancun depart from Cancun International Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Cancun to Chicago?

The price of a Cancun — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in September, and most expensive in June. Tickets typically cost between $163 and $247. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Cancun — Chicago?

Flights Cancun — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is September. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Cancun to Chicago?

To catch a low fare Cancun — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually September.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Cancun

See all
Mexico CityMonterreyDallasNew York CityHoustonAtlantaGuadalajaraTorontoLos AngelesPanama CityMiamiCharlotteBogotaDenverSeattlePhiladelphiaMontrealSan FranciscoDetroitBostonQuerétaroLimaLeonPueblaFort LauderdaleVancouverWashington, D.C.Tuxtla GutierrezCalgaryVeracruzOttawaLondonFrankfurt am MainAustinSt. LouisSan Luis PotosíGuatemala CitySan JoséClevelandMinneapolis

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealSt. LouisMilwaukeeCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

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