
Popular airlines from Chicago Midway Airport (MDW) to Cancun Intl. Airport (CUN)
- Southwest Airlines
Southwest Airlines
- Delta
Delta
- Aeromexico
Aeromexico
- Frontier Airlines
Frontier Airlines
- Volaris
Volaris
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 25% on select hotels after you book a flight*
Cheap Flights from Chicago (MDW) to Cancun (CUN)
Prices were available within the past 7 days and start at ₹13,558 for one-way flights and ₹28,937 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 5 Feb - Mon, 9 Feb
MDW
Chicago
CUN
Cancun
₹28,937 Return, found 5 days ago
₹28,937
Return
found 5 days ago

Sat, 31 Jan - Fri, 6 Feb
MDW
Chicago
CUN
Cancun
₹34,742 Return, found 5 days ago
₹34,742
Return
found 5 days ago

Fri, 2 Jan - Thu, 8 Jan
MDW
Chicago
CUN
Cancun
₹34,757 Return, found 3 days ago
₹34,757
Return
found 3 days ago

Fri, 2 Jan - Thu, 8 Jan
MDW
Chicago
CUN
Cancun
₹35,061 Return, found 1 day ago
₹35,061
Return
found 1 day ago

Thu, 5 Feb - Mon, 9 Feb
MDW
Chicago
CUN
Cancun
₹39,652 Return, found 5 days ago
₹39,652
Return
found 5 days ago

Fri, 2 Jan - Thu, 8 Jan
MDW
Chicago
CUN
Cancun
₹40,122 Return, found 3 days ago
₹40,122
Return
found 3 days ago

Fri, 2 Jan - Wed, 7 Jan
MDW
Chicago
CUN
Cancun
₹40,207 Return, found 3 days ago
₹40,207
Return
found 3 days ago

Fri, 2 Jan - Thu, 8 Jan
MDW
Chicago
CUN
Cancun
₹40,471 Return, found 1 day ago
₹40,471
Return
found 1 day ago

Fri, 2 Jan - Thu, 8 Jan
MDW
Chicago
CUN
Cancun
₹40,567 Return, found 3 days ago
₹40,567
Return
found 3 days ago

Fri, 2 Jan - Thu, 8 Jan
MDW
Chicago
CUN
Cancun
₹40,856 Return, found 14 hours ago
₹40,856
Return
found 14 hours ago
Find the cheapest month to fly from Chicago (MDW) to Cancun (CUN)
July is typically the cheapest month to fly
From ₹21,988 - ₹58,484 per traveller.
Origin airport | Midway Intl. |
|---|---|
Destination airport | Cancun Intl. |
Airlines serving | Delta |
Return price | ₹28,937 |
Distance | 2294 km |
Average flight time | 4 hours 45 mins |
Perfect flights from Chicago to Cancun
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Cancun. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Midway Intl. to Cancun Intl. ticket options cater to your travel preferences, with incredible one-way fares from ₹13,558 and roundtrip prices from ₹28,937. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Cancun Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Cancun.
Frequently asked questions
Explore a world of travel with Expedia
- Trending Routes
- Top Flights Destinations
- Related Airlines
- Nearby Airports
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Chicago
Top Routes to Cancun
- Ottawa to Cancun (YOW - CUN)
- Los Angeles to Cancun (LAX - CUN)
- Paris to Cancun (CDG - CUN)
- Fort Lauderdale to Cancun (FLL - CUN)
- Delhi to Cancun (DEL - CUN)
- Charlotte to Cancun (CLT - CUN)
- Denver to Cancun (DEN - CUN)
- New York to Cancun (JFK - CUN)
- Houston to Cancun (IAH - CUN)
- Vancouver to Cancun (YVR - CUN)
- Dallas to Cancun (DFW - CUN)
- Baltimore to Cancun (BWI - CUN)
Top Flight Destinations
- Flights to Cancun
- Flights to Mexico City
- Flights to Playa del Carmen
- Flights to Cabo San Lucas
- Flights to Puerto Vallarta
- Flights to Tulum
- Flights to Guadalajara
- Flights to Puerto Morelos
- Flights to Isla Mujeres
- Flights to Monterrey
- Flights to Mazatlán
- Flights to Tijuana
- Flights to Mérida
- Flights to Acapulco
- Flights to Nuevo Nayarit
- Flights to San Miguel de Allende
- Flights to Oaxaca
- Flights to Punta Sam
- Flights to Santa María Huatulco
- Flights to Punta de Mita
Related Airlines
Chicago Airports
Chicago
₹28,451.00
Nearby Airports
- O'Hare Intl. Airport (ORD)
- Chicago Executive Airport (PWK)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- General Mitchell Intl. Airport (MKE)
- Waukesha County Airport (UES)
- Goshen Municipal Airport (GSH)
- Purdue University Airport (LAF)
Expedia's Latest Trends
Hotels
- Grand Oasis Palm - All Inclusive
- The Westin Resort & Spa, Cancun
- Temptation Cancun Resort All Inclusive - Adults Only
- Hyatt Ziva Cancun All Inclusive
- Sandos Cancún All Inclusive - Adults Only
- Solymar Hotel - All Inclusive
- Emporio Cancun Optional All Inclusive
- Grand Fiesta Americana Coral Beach Cancun - All Inclusive
- Royal Solaris Cancun - All Inclusive
- Royalton CHIC Cancun, An Autograph Collection All-Inclusive Resort - Adults Only
- Hotel Riu Palace Las Americas - Adults Only- All Inclusive
- Dreams Vista Cancun Golf & Spa Resort - All Inclusive
- Live Aqua Cancun - Adults Only - All-Inclusive
- Hotel Riu Cancun - Adults Only - All Inclusive
- Aquamarina Beach Resort
- Kempinski Hotel Cancún
- The Grand Oasis Cancun - All Inclusive
- Altitude at Krystal Grand Cancun - All inclusive
- InterContinental Presidente Cancun Resort by IHG
- Paradisus Cancún – All Inclusive
Flights
- Flights from Los Angeles (LAX) to Tulum (TUY)
- Flights from Mumbai (BOM) to Savoy (CMI)
- Flights from Delhi (DEL) to Savoy (CMI)
- Flights from Boston (BOS) to Tulum (TUY)
- Flights from Chicago (ORD) to Savoy (CMI)
- Flights from New York (JFK) to Savoy (CMI)
- Flights from New York (JFK) to Tulum (TUY)
- Flights from Boston (BOS) to Savoy (CMI)
- Flights from Decatur (DEC) to Haidong (XNN)
- Flights from Savoy (CMI) to New York (JFK)
*Available to Expedia members.