$143 Cheap flight deals from Tulum (CUN) to Chicago (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Tulum to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 22 - Sat, Jun 6
CUN
Cancun Intl.
MDW
Midway Intl.
$448 Roundtrip, found 4 days ago
$448
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Fri, May 22 from Cancun Intl. to Midway Intl., returning Sat, Jun 6, priced at $448 found 4 days ago
Fri, May 22 - Sun, May 24
CUN
Cancun Intl.
ORD
O'Hare Intl.
$550 Roundtrip, found 2 days ago
$550
Roundtrip
found 2 days ago
Select Viva flight, departing Fri, May 22 from Cancun Intl. to O'Hare Intl., returning Sun, May 24, priced at $550 found 2 days ago

Airfares from $143 One Way, $208 Round Trip from Tulum to Chicago

Prices starting at $208 for return flights and $143 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jun 5 - Tue, Jul 7
CUN
Cancun
ORD
Chicago
$208 Roundtrip, found 6 days ago
$208
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Jun 5 from Cancun to Chicago, returning Tue, Jul 7, priced at $208 found 6 days ago
Thu, Jul 9 - Mon, Jul 13
CUN
Cancun
ORD
Chicago
$333 Roundtrip, found 6 days ago
$333
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Jul 9 from Cancun to Chicago, returning Mon, Jul 13, priced at $333 found 6 days ago
Thu, Jun 4 - Fri, Jun 5
CUN
Cancun
ORD
Chicago
$362 Roundtrip, found 6 days ago
$362
Roundtrip
found 6 days ago
Select Arajet flight, departing Thu, Jun 4 from Cancun to Chicago, returning Fri, Jun 5, priced at $362 found 6 days ago
Thu, Sep 10 - Mon, Sep 14
CUN
Cancun
ORD
Chicago
$373 Roundtrip, found 14 hours ago
$373
Roundtrip
found 14 hours ago
Select Volaris flight, departing Thu, Sep 10 from Cancun to Chicago, returning Mon, Sep 14, priced at $373 found 14 hours ago
Fri, Dec 4 - Mon, Dec 7
CUN
Cancun
ORD
Chicago
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select Viva flight, departing Fri, Dec 4 from Cancun to Chicago, returning Mon, Dec 7, priced at $393 found 1 day ago

More About Flying To Chicago from Tulum

Route Information for Flights from Tulum to Chicago

Origin Airport IATA Code
CUN
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Tulum to Chicago

If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Tulum to Chicago. Now you can book guaranteed low fares for Tulum to Chicago flights and plan your trip with confidence.

Great deals on flights from Tulum to Chicago

Cheap airfares on Tulum to Chicago flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from Tulum to Chicago.

Cutting-edge mobile tools make travel easy

Now you can access your flight details on-the-go using your Android and iPhone phones and tablets. Book flights from Tulum to Chicago directly from your mobile phone or easily check your flight status and baggage claim details or book exclusive mobile hotel deals.

Tulum to Chicago flights at discounted rates

Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Tulum to Chicago flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.

Frequently asked questions

Are there non-stop flights from Tulum to Chicago?
You can fly direct from Cancun Intl. Airport (CUN) to ORD, so get set to kiss those time-consuming flight connections goodbye. Enjoy a worry-free journey with one of the 4 air carriers that offer nonstop services. Popular options include:

  • American Airlines
  • United Airlines
  • Spirit Airlines
  • Frontier Airlines

What is the shortest flight from Tulum to Chicago?
The shortest flight time from Cancun, Quintana Roo (CUN-Cancun Intl.) to Chicago, IL (MDW-Midway Intl.) is 4 hours and 10 minutes, which gives you loads of time to enjoy a beverage or lose yourself in a good book.
What airlines fly from Tulum to Chicago most frequently?
With a decent selection of airlines flying between Cancun, Quintana Roo (CUN-Cancun Intl.) and Chicago, IL (ORD-O'Hare Intl.), you'll have your pick of exceptional deals. The companies servicing this route the most frequently are: American Airlines - (AA) with 60 flights every month United Airlines - (UA) with 60 flights every month Spirit Airlines - (NK) with 34 flights every month Frontier Airlines - (F9) with 17 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.