WS·WS1991·WestJet
04:56→17:35
MDW → CUN · 12h 39m · Nonstop
⑆ MDW-CUN ⑆ WS1991 ⑆ WS ⑆
WN·WN3996·Southwest Airlines
05:05→11:26
MDW → CUN · 6h 21m · 1 stop · LHR
⑆ MDW-CUN ⑆ WN3996 ⑆ WN ⑆
WS·WS6805·WestJet
05:10→09:20
MDW → CUN · 4h 10m · Nonstop
⑆ MDW-CUN ⑆ WS6805 ⑆ WS ⑆
UA·UA3461·United Airlines
13:06→17:21
MDW → CUN · 4h 15m · Nonstop
⑆ MDW-CUN ⑆ UA3461 ⑆ UA ⑆
B6·B65415·JetBlue Airways
15:42→21:33
MDW → CUN · 5h 51m · Nonstop
⑆ MDW-CUN ⑆ B65415 ⑆ B6 ⑆
UA·UA8069·United Airlines
01:51→17:28
MDW → CUN · 15h 37m · 2 stops · MAD / AMS
⑆ MDW-CUN ⑆ UA8069 ⑆ UA ⑆
SQ·SQ6623·Singapore Airlines
16:28→04:14
MDW → CUN · 11h 46m · 1 stop · DOH
⑆ MDW-CUN ⑆ SQ6623 ⑆ SQ ⑆
SQ·SQ7075·Singapore Airlines
23:21→09:52
MDW → CUN · 10h 31m · Nonstop
⑆ MDW-CUN ⑆ SQ7075 ⑆ SQ ⑆
UA·UA7146·United Airlines
06:16→16:00
MDW → CUN · 9h 44m · 1 stop · CDG
⑆ MDW-CUN ⑆ UA7146 ⑆ UA ⑆
AM·AM4799·Aeromexico
23:08→03:16
MDW → CUN · 4h 8m · Nonstop
⑆ MDW-CUN ⑆ AM4799 ⑆ AM ⑆
AM·AM1450·Aeromexico
01:03→08:45
MDW → CUN · 7h 42m · Nonstop
⑆ MDW-CUN ⑆ AM1450 ⑆ AM ⑆
AF·AF5411·Air France
23:53→14:09
MDW → CUN · 14h 16m · 1 stop · DOH
⑆ MDW-CUN ⑆ AF5411 ⑆ AF ⑆
Sample fares are "from" estimates generated from current search patterns; final price, taxes, baggage, change rules and ticket issuance are confirmed at the partner site. TripSaver Bank does not process bookings.