Round trip from
$205
14 Jan – 19 Jan · Frontier Airlines · 1 stop
found today
Direct flights from
$291
14 Jan – 19 Jan · Frontier Airlines
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2305 km
Distance
-
5 h 20 min
Shortest flight
-
10
Airlines
-
$122
One way from
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$205
Round trip from
The route at a glance
About 2305 km separate Chicago and Cancun; the quickest flight is 5 h 20 min and a typical one 6 h 28 min.
None of the cheapest tickets found were direct; Frontier Airlines carries 33% of them.
Most cheap flights leave from O'Hare International Airport (25 km from the centre of Chicago).
Most land at Cancun International Airport (14 km from the centre of Cancun).
A one-way ticket starts at $122, a round trip at $205.
Cheapest price by month
| Month | Round trip from |
|---|---|
| November 2026 | $446 |
| December 2026 | $767 |
| January 2027 | $205 |
| February 2027 | $392 |
| March 2027 | $475 |
| April 2027 | $392 |
| May 2027 | $408 |
Cheapest day to fly
The cheapest departure in the next two months is 10 November at $197.
Monday is the cheapest day of the week to fly.
| Mon | Tue | Wed | Thu | Fri | Sat | Sun |
|---|---|---|---|---|---|---|
| 10 $197 |
11 $199 |
12 $199 |
13 $199 |
14 $199 |
15 $199 |
|
| 16 $199 |
17 $199 |
18 $199 |
19 $199 |
20 $199 |
21 $199 |
22 $199 |
| 23 $199 |
24 $199 |
25 $199 |
26 $199 |
27 $202 |
19 $329 |
20 $276 |
| 21 $222 |
22 $260 |
23 $308 |
Cheaper More expensive
- $197 — Tuesday, Nov. 10, 2026
- $199 — Wednesday, Nov. 11, 2026
- $199 — Thursday, Nov. 12, 2026
- $199 — Friday, Nov. 13, 2026
- $199 — Saturday, Nov. 14, 2026
- $199 — Sunday, Nov. 15, 2026
- $199 — Monday, Nov. 16, 2026
- $199 — Tuesday, Nov. 17, 2026
- $199 — Wednesday, Nov. 18, 2026
- $199 — Thursday, Nov. 19, 2026
- $199 — Friday, Nov. 20, 2026
- $199 — Saturday, Nov. 21, 2026
- $199 — Sunday, Nov. 22, 2026
- $199 — Monday, Nov. 23, 2026
- $199 — Tuesday, Nov. 24, 2026
- $199 — Wednesday, Nov. 25, 2026
- $199 — Thursday, Nov. 26, 2026
- $202 — Friday, Nov. 27, 2026
- $222 — Monday, Dec. 21, 2026
- $260 — Tuesday, Dec. 22, 2026
- $276 — Sunday, Dec. 20, 2026
- $308 — Wednesday, Dec. 23, 2026
- $329 — Saturday, Dec. 19, 2026
Price trend, last 30 days
Prices over the past month ranged from $205 to $331, with $280 the usual level.
Today's price is 27% below that average — a good moment to book.
- 5 October — $294
- 10 October — $282
- 15 October — $329
- 20 October — $331
- 25 October — $264
- 30 October — $256
- 4 November — $205
Trip length and timing
The cheapest tickets are for stays of about 7 nights (the very cheapest: 5 nights), booked around 71 days ahead.
Airlines on this route
Airports used
Trip essentials
Car rental in Cancun
Pick up a car at the airport.
Mobile data in Cancun
An eSIM with local data, set up before you land.
by Airalo
Airport transfer in Cancun
A fixed-price ride from the airport, booked ahead.
by Kiwitaxi
Flight delayed or cancelled?
You may be owed up to €600 for a disrupted EU flight. Check in two minutes.
by AirHelp
Flight deals from Chicago in Telegram
A daily digest of the cheapest fares from your city and instant alerts when a price drops. Free, no account needed.
Questions and answers
- What is the cheapest price for flights from Chicago to Cancun?
- The cheapest round-trip ticket found recently costs $205.
- Which month is the cheapest to fly from Chicago to Cancun?
- January 2027 is currently the cheapest month, with tickets from $205.
- Are there direct flights from Chicago to Cancun?
- Yes. Direct flights were found from $291.
- Which airlines fly from Chicago to Cancun?
- Airlines found on this route: American Airlines, Air Canada, Aeromexico, Arajet, Frontier Airlines, Porter Airlines Canada, United Airlines, Viva Aerobus, Southwest Airlines, Volaris.
- How far is Cancun from Chicago?
- The distance is about 2305 km. A direct flight takes about 4 h 23 min.
- How long is the flight from Chicago to Cancun?
- The shortest flight takes 5 h 20 min; most take about 6 h 28 min.
- Which airports do flights from Chicago to Cancun use?
- Most depart from O'Hare International Airport and arrive at Cancun International Airport.
- What is the cheapest day of the week to fly from Chicago to Cancun?
- In the next two months, Monday departures are the cheapest; the single cheapest day is 10 November at $197.