North America

$69+ Cheap flights from Chicago (CHI) to North America

CHI — LAX
Dec 5 — Dec 121
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Cheap flight deals from Chicago to North America

Cheapest flights from Chicago to North America

Thu 11/264:00 pm -
Nonstop3h 07m
Thu 12/311:28 am -
Nonstop3h 32m
Deal found 11/2$125
Mon 12/76:07 am -
Nonstop3h 22m
Sat 12/192:17 pm -
Nonstop3h 35m
Deal found 11/3$126
Thu 12/318:59 am -
Nonstop3h 22m
Wed 3/311:39 pm -
Nonstop3h 35m
Deal found 11/2$127
Tue 12/19:13 am -
1 stop12h 47m
Thu 12/1011:25 am -
Nonstop3h 35m
Deal found 11/3$128
Sun 11/157:55 am -
Nonstop3h 07m
Thu 11/191:05 pm -
Nonstop3h 32m
Deal found 10/31$129
Sat 12/52:59 pm -
Nonstop3h 11m
Thu 12/1011:25 am -
Nonstop3h 35m
Deal found 11/1$130
Wed 12/28:15 am -
1 stop6h 37m
Thu 12/1011:25 am -
Nonstop3h 35m
Deal found 11/2$131
Sat 11/147:55 am -
Nonstop3h 07m
Thu 11/191:05 pm -
Nonstop3h 32m
Deal found 10/31$132
Tue 12/17:00 am -
Nonstop3h 10m
Thu 12/172:24 pm -
Nonstop3h 35m
Deal found 11/1$133
Mon 11/167:55 am -
Nonstop3h 07m
Sat 11/212:31 pm -
1 stop22h 40m
Deal found 11/4$134
Sat 12/510:00 am -
1 stop7h 34m
Tue 12/89:00 am -
1 stop8h 33m
Deal found 11/1$135
Sat 12/510:00 am -
1 stop7h 34m
Fri 12/1111:25 am -
Nonstop3h 35m
Deal found 11/1$136

Find flight deals from Chicago to North America

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$125
(Kiwi.com)

One-way from

$69
(Priceline)

Popular in

October

Cheapest in

January

Average price

$275

Good round-trip deal

$86 or less

Good one-way deal

$32 or less
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
From Chicago (CHI) to North America
One-way flight from Chicago (CHI) to North America
Highest demand for flights based on searches. 15% potential increase in price ($48 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago (CHI) to North America.
Price to beat on a one-way flight from Chicago (CHI) to North America.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to North America that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Sat 1/2

6:30 am-10:46 am

Nonstop3h 16m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$102

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Wed 12/16

5:30 am-11:30 am

1 stop5h 00m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$109

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Mon 12/21

5:50 am-2:28 pm

1 stop7h 38m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$109

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Mon 11/23

8:29 am-5:51 pm

1 stop8h 22m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$114

ChicagoLos Angeles

ORD Chicago O'Hare Intl - LAX Los Angeles

ORDLAX

Chicago O'Hare Intl

Sat 1/16

7:25 am-10:13 am

Nonstop4h 48m

Los Angeles

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$119

ChicagoLos Angeles

ORD Chicago O'Hare Intl - LAX Los Angeles

ORDLAX

Chicago O'Hare Intl

Tue 12/8

7:45 am-10:25 am

Nonstop4h 40m

Los Angeles

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$119

ChicagoOrlando

ORD Chicago O'Hare Intl - MCO Orlando

ORDMCO

Chicago O'Hare Intl

Wed 1/6

9:40 am-6:01 pm

1 stop7h 21m

Orlando

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$120

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Sat 1/2

8:59 am-1:21 pm

Nonstop3h 22m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$123

ChicagoBoston

ORD Chicago O'Hare Intl - BOS Boston Logan Intl

ORDBOS

Chicago O'Hare Intl

Sat 12/12

5:24 pm-10:13 am

1 stop15h 49m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$124

ChicagoFort Lauderdale

ORD Chicago O'Hare Intl - FLL Fort Lauderdale

ORDFLL

Chicago O'Hare Intl

Tue 11/10

5:30 am-3:46 pm

1 stop9h 16m

Fort Lauderdale

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago to North America

Have a flexible travel schedule? Discover the best time to fly to North America from Chicago with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago to North America

What is the cheapest month to book a flight from Chicago to North America?

Currently, January is the cheapest month in which you can book a flight from Chicago to North America (average of $295). Flying from Chicago to North America in October is currently the most expensive (average of $389). 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 NA?

It’s optimal to fly from Chicago to North America in the evening. By choosing this option you can save up to 20% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Chicago to North America

The most flights from CHI to 0NA are scheduled on a Tuesday (123 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (74 on average).

How often are flights from Chicago to North America delayed?

About 21% of weekly flights between Chicago and North America have experienced delays in the past year, with the average delay time being 141 minutes.

What is the most punctual flight time for Chicago to North America flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to North America flights?

Over the last year, Delta have had the lowest number of delays on this route, with just 18% of flights being delayed.

How far ahead should I book a flight from Chicago to North America?

Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to North America. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Chicago to North America?

Travelers seeking maximum savings on their Chicago to North America flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing North America

Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to North America. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How long is the flight from Chicago to North America?

    There are many flights that can get you from Chicago to North America in 5h 23m. Fly via JetBlue, United Airlines, or Delta to get the fastest option. The distance between Chicago and North America is about 801 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago to North America one-way?

    For one-way options, check prices for Contour. According to our data, you can fly for as low as $28. Users have also found prices from $28 and $29 on Allegiant Air and Frontier, respectively.

  • What are the most popular routes from Chicago to North America?

  • What are the most reliable airlines from Chicago to North America?

    Before booking your flight to North America from Chicago, check out the most reliable airlines to get you to your destination on time: Finnair (88%), Air Canada (84%), United Airlines( 83%).

  • What are the cheapest flights from Chicago to North America?

    On average you can expect to pay $1,059 for a flight from Chicago to North America. The cheapest flight overall is $93 while the most popular route, (Chicago O'Hare Intl - New York LaGuardia) is currently priced at $218.

  • Can I find deals for flights from Chicago to North America that include hotel bookings?

    Yes. In addition to deals on Chicago to North America flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to North America?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to North America.

  • Can I find deals for business class flights from Chicago to North America?

    Yes. Cheapflights offers flight deals from Chicago to North America by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to North America?

    Currently, January is the cheapest month in which you can book a flight from Chicago to North America (average of $295). Flying from Chicago to North America in October is currently the most expensive (average of $389). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to North America

Top 10 airlines flying from Chicago to North America

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$258FlexibilityNo cancel feeOn-time62%
DeltaCheapest$88Average$333FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$277FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$99Average$182FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$104Average$389FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$137Average$417FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$138Average$386FlexibilityNo cancel feeOn-time71%
VolarisCheapest$146Average$375FlexibilityNo cancel feeOn-time79%
Qantas AirwaysCheapest$160Average$403FlexibilityNo cancel feeOn-time74%
ContourCheapest$164Average$228FlexibilityNo cancel feeOn-timeN/A

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