$102+ Cheap flights from Chicago (CHI) to Quintana Roo
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jan 23 — Jan 301
1 adult, Economy
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Find cheap flights from Chicago to Quintana Roo with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Quintana Roo
Cheapest flights from Chicago to Quintana RooExplore the most affordable flight options available from Chicago to Quintana Roo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 24, 2025.
Explore the most affordable flight options available from Chicago to Quintana Roo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 24, 2025.
This FlightHub deal was found by Cheapflights users on 12/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Tue 12/3011:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/23![Spirit Airlines logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Thu 1/81:21 pmCUN - ORD
1 stop8h 42mSpirit Airlines
Deal found 12/22![Spirit Airlines logo]()
$251
This Aeromexico deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:51 pmORD - CUN
1 stop9h 42mAeromexico
Wed 12/311:37 pmCUN - ORD
1 stop9h 34mAeromexico
Deal found 12/22![Aeromexico logo]()
$312
This Super.com deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Mon 12/2911:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/22![Spirit Airlines logo]()
$316
This Cheapflightsfares deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:05 amORD - CUN
Nonstop3h 50mSpirit Airlines
Tue 12/3011:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 12/22![Spirit Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:37 amORD - CUN
Nonstop4h 11mMultiple Airlines
Wed 12/3111:50 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 12/22![Multiple Airlines logo]()
$318
This Aeromexico deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:14 amORD - CUN
1 stop11h 28mAeromexico
Sat 12/2711:25 amCUN - ORD
1 stop13h 37mAeromexico
Deal found 12/22![Aeromexico logo]()
$322
This Delta deal was found by Cheapflights users on 12/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:08 pmMDW - CUN
1 stop16h 07mDelta
Wed 12/315:05 pmCUN - MDW
1 stop16h 44mDelta
Deal found 12/23![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:59 pmORD - CUN
1 stop13h 16mDelta
Thu 1/88:00 amCUN - ORD
1 stop9h 44mDelta
Deal found 12/22![Delta logo]()
$327
This Frontier deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:12 amMDW - CUN
1 stop6h 28mFrontier
Thu 1/12:50 pmCUN - MDW
1 stop8h 22mFrontier
Deal found 12/22![Frontier logo]()
$378
This Delta deal was found by Cheapflights users on 12/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:08 pmMDW - CUN
1 stop16h 07mDelta
Wed 12/315:05 pmCUN - MDW
1 stop16h 44mDelta
Deal found 12/23![Delta logo]()
$394
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:12 amMDW - CUN
1 stop6h 28mFrontier
Wed 1/73:14 pmCUN - MDW
1 stop8h 03mFrontier
Deal found 12/22![Frontier logo]()
$399
Find flight deals from Chicago to Quintana Roo
Keep the following information in mind while searching for Chicago to Quintana Roo flight deals. Data was last updated December 24, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $214 (Cheapflightsfares) |
One-way from | $102 (Mytrip) |
Popular in | March |
Cheapest in | September |
Average price | $506 |
Good round-trip deal | $312 or less |
Good one-way deal | $135 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Quintana Roo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 24, 2025.
Use the filters below to find and compare flights from Chicago to Quintana Roo that are best for you.
Fly from
Chicago
Fly to
Quintana Roo
Route
Depart
Return
Price
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sat 2/7
7:05 am-8:02 pm
2 stops11h 57m
Cancun
Sat 2/14
6:01 am-12:55 pm
1 stop7h 54m
$323
ChicagoChetumal
ORD - CTM
ORDCTM
Chicago O'Hare Intl
Thu 2/5
1:00 am-1:25 pm
1 stop12h 25m
Chetumal
Tue 2/10
2:10 pm-11:25 pm
1 stop9h 15m
$323
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Tue 2/17
6:45 am-8:02 pm
2 stops12h 17m
Cancun
Wed 2/25
11:18 am-11:00 pm
1 stop12h 42m
$323
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 2/9
7:05 am-8:02 pm
2 stops11h 57m
Cancun
Sat 2/14
3:35 pm-11:00 pm
1 stop8h 25m
$323
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 1/30
6:50 am-4:35 pm
2 stops8h 45m
Cancun
Sat 2/7
6:01 am-12:55 pm
1 stop7h 54m
$328
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 3/2
10:35 am-9:11 pm
2 stops9h 36m
Cancun
Fri 3/6
6:01 am-12:55 pm
1 stop7h 54m
$328
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 3/17
12:47 pm-8:20 pm
1 stop7h 33m
Cancun
Sun 3/22
8:00 am-10:31 pm
1 stop14h 31m
$333
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 2/7
6:25 am-9:20 pm
1 stop13h 55m
Cancun
Sat 2/14
8:00 am-3:21 pm
1 stop8h 21m
$333
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 1/25
6:00 am-4:35 pm
1 stop9h 35m
Cancun
Fri 1/30
12:15 pm-5:29 pm
1 stop6h 14m
$333
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Fri 1/9
11:21 am-9:11 pm
1 stop8h 50m
Cancun
Thu 1/15
8:00 am-4:29 pm
1 stop9h 29m
$333
Showing 1-10 of 60 results
Best time to book a flight from Chicago to Quintana Roo
Have a flexible travel schedule? Discover the best time to fly to Quintana Roo from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Quintana Roo
What is the cheapest month to book a flight from Chicago to Quintana Roo?
Currently, January is the cheapest month in which you can book a flight from Chicago to Quintana Roo (average of $137). Flying from Chicago to Quintana Roo in July is currently the most expensive (average of $217). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to QR?
Find hourly flight availability from Chicago to Quintana Roo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 24, 2025.
When flying from Chicago to Quintana Roo, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 39% versus a flight in the evening.
What is the cheapest day to fly from Chicago to Quintana Roo?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Quintana Roo. Price data was last updated on December 20, 2025.
Travelers seeking maximum savings on their Chicago to Quintana Roo flight should consider departing on Wednesday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Quintana Roo
Explore weekly flight availability from Chicago to Quintana Roo. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 24, 2025.
The most flights from CHI to MXQR are scheduled on a Monday (15 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 on average).
How much does it cost to fly round-trip from Chicago to Quintana Roo?
Reviews of airlines servicing Quintana Roo
Get insights into the airlines that provide service to Quintana Roo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Quintana Roo. Reviews last updated December 24, 2025.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Quintana Roo to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Quintana Roo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Quintana Roo
See prices for flight routes from nearby airports that may be better suited for you.
Top 10 airlines flying from Chicago to Quintana Roo
Discover the top 10 airlines that operate flights from Chicago to Quintana Roo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 24, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$145 | Average$411 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$500 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$499 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$173 | Average$347 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$174 | Average$556 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$187 | Average$447 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$212 | Average$382 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$237 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$576 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$268 | Average$532 | FlexibilityNo cancel fee | On-time71% |