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Illinois

$44+ Cheap flights from Illinois

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CUN
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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What to know about flights from Illinois

Discover essential information about flights departing from Illinois, including flight schedules, destinations, airlines operating at the Illinois airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated April 2, 2025.

Good round-trip deal

$82 or less

Good one-way deal

$39 or less
Price to beat on a round-trip flight from Illinois.
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Price to beat on a one-way flight from Illinois.
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Find flights from Illinois

Cheapest flights from Illinois
Explore the most affordable flight options available from Illinois. Find the lowest fares based on data from user searches, with prices last updated on April 2, 2025.

Tue 5/65:55 amORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 5/137:59 pmLGA - ORD
1 stop13h 51mSpirit Airlines
Deal found 4/2$91
Thu 4/2411:53 amORD - DFW
Nonstop2h 40mMultiple Airlines
Mon 4/288:00 amDFW - ORD
Nonstop2h 36mMultiple Airlines
Deal found 4/1$91
Thu 4/248:30 amORD - DFW
Nonstop2h 49mFrontier
Sun 4/2712:24 pmDFW - ORD
Nonstop2h 32mFrontier
Deal found 4/1$92
Tue 4/297:47 pmORD - DFW
1 stop13h 45mSpirit Airlines
Tue 5/66:10 amDFW - ORD
Nonstop2h 25mSpirit Airlines
Deal found 4/1$94
Thu 5/159:08 pmORD - EWR
Nonstop2h 21mSpirit Airlines
Mon 5/195:55 amEWR - ORD
Nonstop2h 32mSpirit Airlines
Deal found 4/1$106
Tue 5/139:55 amORD - MIA
Nonstop3h 15mSpirit Airlines
Wed 5/213:15 pmMIA - ORD
Nonstop3h 26mSpirit Airlines
Deal found 4/1$112
Wed 4/2310:26 pmORD - LAS
1 stop13h 52mSpirit Airlines
Wed 4/308:45 pmLAS - ORD
1 stop10h 39mSpirit Airlines
Deal found 4/2$112
Thu 5/18:14 pmORD - LAS
Nonstop4h 16mMultiple Airlines
Thu 5/112:55 amLAS - ORD
Nonstop3h 38mMultiple Airlines
Deal found 4/1$113
Tue 5/68:45 amORD - JFK
1 stop6h 42mJetBlue
Tue 5/68:00 pmJFK - ORD
Nonstop2h 54mJetBlue
Deal found 4/1$121
Mon 4/286:30 amORD - JFK
1 stop23h 59mFrontier
Wed 4/309:00 amJFK - ORD
1 stop27h 43mFrontier
Deal found 4/1$133
Thu 5/15:55 amORD - LGA
Nonstop2h 05mMultiple Airlines
Mon 5/55:30 pmLGA - ORD
1 stop6h 41mMultiple Airlines
Deal found 4/2$139
Wed 4/231:15 pmORD - DFW
Nonstop2h 47mUnited Airlines
Tue 4/296:45 amDFW - ORD
Nonstop2h 33mUnited Airlines
Deal found 4/1$147

Find flights from Illinois within your budget

Find flights departing from Illinois that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on April 2, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Cancún

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 5/6

5:55 am-9:00 am

Nonstop2h 05m

New York LaGuardia

Sat 5/10

11:55 am-8:03 pm

1 stop9h 08m

$91

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

Thu 4/24

11:53 am-2:33 pm

Nonstop2h 40m

Dallas/Fort Worth

Mon 4/28

8:00 am-10:36 am

Nonstop2h 36m

$91

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

Thu 4/24

8:30 am-11:19 am

Nonstop2h 49m

Dallas/Fort Worth

Sun 4/27

12:24 pm-2:56 pm

Nonstop2h 32m

$92

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

Tue 4/29

7:47 pm-9:32 am

1 stop13h 45m

Dallas/Fort Worth

Tue 5/6

6:10 am-8:35 am

Nonstop2h 25m

$94

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

Tue 5/13

5:05 am-4:34 pm

1 stop10h 29m

Newark

Wed 5/14

5:55 am-7:27 am

Nonstop2h 32m

$103

ChicagoLas Vegas

ORD - LAS

ORDLAS

Chicago O'Hare Intl

Fri 5/9

8:14 pm-10:30 pm

Nonstop4h 16m

Las Vegas Harry Reid Intl

Mon 5/12

11:25 pm-5:10 am

Nonstop3h 45m

$112

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 5/13

9:55 am-2:10 pm

Nonstop3h 15m

Miami

Wed 5/21

3:15 pm-5:41 pm

Nonstop3h 26m

$112

ChicagoLas Vegas

ORD - LAS

ORDLAS

Chicago O'Hare Intl

Thu 5/1

8:14 pm-10:30 pm

Nonstop4h 16m

Las Vegas Harry Reid Intl

Thu 5/1

12:55 am-6:33 am

Nonstop3h 38m

$113

ChicagoLas Vegas

ORD - LAS

ORDLAS

Chicago O'Hare Intl

Sat 5/10

9:02 pm-11:07 pm

Nonstop4h 05m

Las Vegas Harry Reid Intl

Tue 5/13

11:46 pm-5:25 am

Nonstop3h 39m

$114

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 5/6

6:15 am-9:30 am

Nonstop2h 15m

New York John F Kennedy Intl

Tue 5/6

12:00 pm-6:36 pm

1 stop7h 36m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 60 results
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Best time to book a flight from Illinois

Have a flexible travel schedule? Discover the best time to fly from Illinois 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.

Travel insights for flights from Illinois

Get recent, data-driven insights about flights from Illinois including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Illinois?

Currently, September is the cheapest month in which you can book a flight from Illinois (average of $100). Flying from Illinois in March will prove the most costly (average of $176). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Illinois?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Cancún. Price data was last updated on October 20, 2024.

Those who are seeking the cheapest fare on flights departing from Illinois would be wise to consider leaving during Wednesday at noon when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Monday afternoons when fares are usually the most expensive.

Which airlines fly from Illinois?

For flights departing from Illinois check dates and pricing for the following: United Airlines, American Airlines, Spirit Airlines, Frontier, Volaris. These airlines depart to the following popular destinations: Cancún.

United Airlines

United Airlines

From $92

American Airlines

American Airlines

From $91

Frontier

Frontier

From $37

Spirit Airlines

Spirit Airlines

From $30

What is the cheapest place to fly to from Illinois?

The cheapest city to fly to from Illinois is Washington, D.C., with prices starting at $29. Explore other affordable destinations below.

Washington, D.C.

Washington, D.C.

From $29

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From $35

Dallas/Fort Worth

Dallas/Fort Worth

From $39

Miami

Miami

From $39

Airline reviews for flights from Illinois

Read reviews and ratings of airlines operating flights from Illinois. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Illinois travel. Please note that the reviews are sourced from user searches and were last updated on April 2, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Southwest
8.0
Very good
4,272 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,898 reviews
Southwest
8.0
Very good
4,272 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Aeromexico
7.5
Good
1,700 reviews
Southwest
8.0
Very good
4,272 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,616 reviews
Southwest
8.0
Very good
4,272 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Browse thousands of different options on Cheapflights for your next trip

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Related info for your journey

Access useful and relevant information related to your journey from Illinois. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated April 2, 2025.

  • What is the cheapest airport to fly out of Illinois?

    Chicago O'Hare Intl airport offers the cheapest routes to Belize City, from $64; whereas Chicago Midway airport is typically cheaper if you're flying to Guatemala City, from $78. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Illinois?

    September is currently the cheapest month to fly from Illinois. At this moment in time March is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Illinois?

    Check out the cheapest flights from Illinois to embark to:
    Fly from Chicago to New York from $64 round trip
    Fly from Chicago to Myrtle Beach from $66 round trip
    Fly from Chicago to Nashville from $70 round trip
    Fly from Chicago to Atlanta from $78 round trip
    Fly from Chicago to Savannah from $78 round trip

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