Cheap flights from Cancun to Chicago (CUN–MDW)
Mexico
United States
Frontier Airlines and Southwest Airlines fly Cancun to Chicago (CUN–MDW) nonstop and back, a great-circle distance of 2,310 km (1,430 mi).
- From
- CUN
- Cancun
- To
- MDW
- Chicago
- Nonstop
- Yes · 2 airlines
- Airlines
- F9 · WN
- Cheapest fare found
- MX$5,351 one-way
- Distance
- 2,310 km (1,430 mi)
- Aircraft seen
- Boeing 737-700 · Boeing 737 Max 8
Network data imported from airport and airline sources:· How we verify
Cancun to Chicago fares by month
Cheapest one-way fare found: MX$5,351 for January 2027 on Southwest Airlines (1 stop).
- Oct ’26MX$6,951
- Nov ’26MX$5,921
- Jan ’27MX$5,351
Cheapest one-way fares per month of departure in the Aviasales price cache, found . Fares change by the hour: the live fare is shown when you search.
When to fly CUN–MDW
For Cancun (CUN) to Chicago Midway (MDW), January 2027 had the lowest fare found (MX$5,351).
Cancun to Chicago: frequently asked questions
Fares: Aviasales price cache, 8 October 2026; tracked flights between 6 September and 3 October 2026, from public ADS-B data.
How much is a flight from Cancun (CUN) to Chicago Midway (MDW)?
From MX$5,351 one-way, the cheapest fare found for January 2027 on Southwest Airlines with 1 stop (found 8 October 2026).
Which airlines fly CUN–MDW direct?
Frontier Airlines and Southwest Airlines.
What is the cheapest month to fly CUN–MDW?
January 2027, at MX$5,351; the dearest month found was MX$6,951.
What is the time difference between Cancun and Chicago?
None: Cancun and Chicago keep the same time.
What aircraft fly CUN–MDW?
Boeing 737-700 and Boeing 737 Max 8.
Chicago to Cancun: the return flight (MDW–CUN)
All 2 airlines also fly MDW–CUN nonstop.
The return takes 3h 10m in the air (median of 5 tracked flights).
Airlines flying CUN–MDW nonstop
| Airline | Usually takes off (CUN time) | Type | Alliance | Notes |
|---|---|---|---|---|
 Frontier Airlines F9 | — | low-cost | — | — |
 Southwest Airlines WN | — | low-cost | — | — |
One-stop alternatives to flying CUN–MDW nonstop
One airline on both legs; check it's sold as one ticket.
- Via Nashville (BNA) with Southwest Airlines: 2,310 km (1,440 mi) flown, almost no further than nonstop.
- Via Indianapolis (IND) with Southwest Airlines: 2,340 km (1,450 mi) flown, 1% further than nonstop.
- Via Atlanta (ATL) with
Delta Air Lines and Frontier Airlines: 2,370 km (1,470 mi) flown, 3% further than nonstop. - Via New Orleans (MSY) with Southwest Airlines: 2,380 km (1,480 mi) flown, 3% further than nonstop.
- Via St. Louis (STL) with Southwest Airlines: 2,400 km (1,490 mi) flown, 4% further than nonstop.
CUN–MDW route map
More from Cancun and Chicago
Other arrivals in United States
Also nonstop from CUN, nearest to MDW first (straight-line distance):
- CUN–ORD: Chicago · 25 km (15 mi) from MDW
- CUN–MKE: Milwaukee · 130 km (81 mi) from MDW
- CUN–IND: Indianapolis · 261 km (162 mi) from MDW
- CUN–DTW: Detroit · 367 km (228 mi) from MDW
- CUN–CVG: Cincinnati · 401 km (249 mi) from MDW
Explore the airlines’ route maps
Plan your arrival at Chicago Midway International Airport (MDW)
Also consider O'Hare
Chicago O'Hare International Airport (ORD) also has nonstop flights from CUN: American Airlines, Frontier Airlines and United Airlines.
Departure
Cancún International Airport
Cancún (CUN), Cancun. In our data, 45 airlines fly nonstop from CUN to 125 destinations.
View CUN airport guide →Arrival
Chicago Midway International Airport
Chicago Midway (MDW), Chicago.
Other nonstop airport pairs, Cancun to Chicago
Cancun and Chicago are connected nonstop from more than one airport. Compare the pairs by airline count:
Onward from Chicago
Places you can't fly to nonstop from CUN, but can from MDW — for a stopover or a second leg.
Related routes
Sources
- en.wikipedia.org — airlines and destinations, checked 2026-10-01
- en.wikipedia.org — airlines and destinations, checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
- en.wikipedia.org — airlines and destinations table (passenger), checked 2026-10-01
Flight tracking: adsb.lol community ADS-B data (CC0), 6 September – 3 October 2026. Times are median wheels-up to wheels-down; add taxiing for gate-to-gate.
Report a change — seen something different at the airport or on the airline's site? We re-check and log corrections publicly.