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Cheap flights from Chicago to North America from $44

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to North America departing on 2/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:05 pm - 3:29 pm
ORD
-
JFK
2h 24mnonstop
Frontier Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
$77Frontier
Thu, Jan 22 - Sun, Jan 25
Frontier Logo
11:55 am - 3:19 pm
ORD
-
JFK
2h 24mnonstop
Frontier Logo
11:03 am - 1:03 pm
JFK
-
ORD
3h 00mnonstop
$78Frontier
Sun, Feb 8 - Sun, Feb 15
Frontier Logo
6:40 am - 10:04 am
ORD
-
JFK
2h 24mnonstop
Frontier Logo
1:00 pm - 2:57 pm
JFK
-
ORD
2h 57mnonstop
$79Frontier
Mon, Jan 5 - Wed, Jan 7
Multiple Airlines Logo
7:57 pm - 10:40 pm
ORD
-
DFW
2h 43mnonstop
Multiple Airlines Logo
9:10 pm - 11:43 pm
DFW
-
ORD
2h 33mnonstop
$91Multiple Airlines
Tue, Jan 6 - Fri, Jan 16
Multiple Airlines Logo
10:48 am - 2:38 pm
ORD
-
MCO
2h 50mnonstop
Multiple Airlines Logo
8:15 am - 10:41 am
MCO
-
ORD
3h 26mnonstop
$91Multiple Airlines
Wed, Jan 21 - Mon, Feb 2
Spirit Airlines Logo
10:48 am - 2:38 pm
ORD
-
MCO
2h 50mnonstop
Spirit Airlines Logo
3:43 pm - 5:52 pm
MCO
-
ORD
3h 09mnonstop
$92Spirit Airlines
Fri, Jan 30 - Fri, Jan 30
Spirit Airlines Logo
7:20 am - 2:03 pm
ORD
-
MCO
5h 43m1 stop
Spirit Airlines Logo
11:04 am - 1:13 pm
MCO
-
ORD
3h 09mnonstop
$93Spirit Airlines
Mon, Jan 12 - Tue, Jan 13
American Airlines Logo
8:12 am - 9:55 pm
ORD
-
MEX
13h 43m1 stop
American Airlines Logo
2:20 pm - 6:38 pm
MEX
-
ORD
4h 18mnonstop
$242American Airlines
Fri, Jan 30 - Fri, Feb 6
Viva Logo
1:20 am - 10:00 pm
ORD
-
MEX
20h 40m1 stop
Viva Logo
7:30 pm - 11:25 pm
MEX
-
ORD
3h 55mnonstop
$244Viva
Mon, Jan 12 - Fri, Jan 23
Viva Logo
1:00 am - 5:30 am
ORD
-
MEX
4h 30mnonstop
Viva Logo
4:55 pm - 11:50 pm
MEX
-
ORD
6h 55m1 stop
$245Viva
Tue, Jan 20 - Fri, Feb 13

United Airlines flights from Chicago to North America

Our best United Airlines deals on Chicago to North America flight tickets
United Airlines
Jan 17
ORD8:10 pmChicago O'Hare Intl
4h 49m
LAX10:59 pmLos Angeles
Jan 19
LAX12:30 amLos Angeles
4h 00m
ORD6:30 amChicago O'Hare Intl
$159
Find similar
United Airlines
Dec 24
ORD12:09 pmChicago O'Hare Intl
9h 30m
1 stop
LAS7:39 pmLas Vegas Harry Reid Intl
Jan 1
LAS11:00 amLas Vegas Harry Reid Intl
3h 43m
ORD4:43 pmChicago O'Hare Intl
$227
Find similar
United Airlines
Dec 31
ORD7:55 pmChicago O'Hare Intl
4h 03m
PHX10:58 pmPhoenix Sky Harbor Intl
Jan 6
PHX8:10 amPhoenix Sky Harbor Intl
3h 34m
ORD12:44 pmChicago O'Hare Intl
$231
Find similar

Spirit Airlines flights from Chicago to North America

Our best Spirit Airlines deals on Chicago to North America flight tickets
Spirit Airlines
Jan 30
ORD10:48 amChicago O'Hare Intl
2h 50m
MCO2:38 pmOrlando
Jan 30
MCO3:43 pmOrlando
3h 09m
ORD5:52 pmChicago O'Hare Intl
$92
Find similar
Spirit Airlines
Jan 18
ORD10:48 amChicago O'Hare Intl
2h 50m
MCO2:38 pmOrlando
Jan 23
MCO6:00 amOrlando
6h 22m
1 stop
ORD11:22 amChicago O'Hare Intl
$93
Find similar
Spirit Airlines
Jan 21
ORD10:48 amChicago O'Hare Intl
2h 50m
MCO2:38 pmOrlando
Jan 28
MCO3:07 pmOrlando
6h 56m
1 stop
ORD9:03 pmChicago O'Hare Intl
$94
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to North America 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
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

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 1/22

12:05 pm-3:29 pm

Nonstop2h 24m

New York John F Kennedy Intl

Sun 1/25

4:29 pm-6:29 pm

Nonstop3h 00m

$77

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sun 2/8

11:55 am-3:19 pm

Nonstop2h 24m

New York John F Kennedy Intl

Sun 2/15

11:03 am-1:03 pm

Nonstop3h 00m

$78

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Mon 1/5

6:40 am-10:04 am

Nonstop2h 24m

New York John F Kennedy Intl

Wed 1/7

1:00 pm-2:57 pm

Nonstop2h 57m

$79

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

Tue 1/6

7:57 pm-10:40 pm

Nonstop2h 43m

Dallas/Fort Worth

Fri 1/16

9:10 pm-11:43 pm

Nonstop2h 33m

$91

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 1/21

10:48 am-2:38 pm

Nonstop2h 50m

Orlando

Mon 2/2

8:15 am-10:41 am

Nonstop3h 26m

$91

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 1/30

10:48 am-2:38 pm

Nonstop2h 50m

Orlando

Fri 1/30

3:43 pm-5:52 pm

Nonstop3h 09m

$92

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 1/12

7:20 am-2:03 pm

1 stop5h 43m

Orlando

Tue 1/13

11:04 am-1:13 pm

Nonstop3h 09m

$93

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Fri 1/30

8:12 am-9:55 pm

1 stop13h 43m

Mexico City Benito Juarez

Fri 2/6

2:20 pm-6:38 pm

Nonstop4h 18m

$242

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Mon 1/12

1:20 am-10:00 pm

1 stop20h 40m

Mexico City Benito Juarez

Fri 1/23

7:30 pm-11:25 pm

Nonstop3h 55m

$244

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Tue 1/20

1:00 am-5:30 am

Nonstop4h 30m

Mexico City Benito Juarez

Fri 2/13

4:55 pm-11:50 pm

1 stop6h 55m

$245

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to North America

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to North America?

The month of January is, on average, the cheapest month to fly to North America from Chicago, with most prices found around $148. If you are unable to visit North America during the month of January, then departing from Chicago during the month February is also very affordable. Most momondo users find prices during this month for around $184.

What is the cheapest day to depart on your flight to North America?

The cheapest day to depart from Chicago to North America is on a Friday. Travelers who choose to depart for North America on a Friday will often find tickets for as low as $263. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to North America on Sunday is $382.

What is the cheapest time of day to depart on your flight to North America?

The cheapest time of day to fly to North America is in the evening when flights can be purchased for as low as $228. Try not to purchase tickets at noon because they tend to be around $377. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to North America flight route?

Fly from Chicago Midway to Newark for the best Chicago - North America flight prices

How far in advance should I book a flight to North America?

You are more likely to see cheaper flights to North America from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to North America for around $224 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to North America from Chicago for as low as $165 on momondo.

What cabin class options are available on Chicago to North America flights?

There are 4 cabin classes available to choose from on Chicago to North America flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to North America flights?

No. A direct flight is the cheapest option for a flight between Chicago to North America.

Cheap Chicago to North America flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to North America

Best Price Found

$28

Fastest flight time

0h 27m

Direct flights

Every day

Airports in North America

5,162 airports
The best one-way flight to North America from Chicago in the past 72 hours is $28. The best round-trip flight deal from Chicago to North America found on momondo in the last 72 hours is $62.
The fastest flight from Chicago to North America takes 0h 27m
Direct flights go from Chicago to North America every day.
There are 5,162 airports in North America. From Chicago there are direct flights to New York John F Kennedy Intl (JFK).
Search flight deals

  • When did momondo last update prices for flights from Chicago to North America?

    Prices for flights from Chicago to North America refresh daily.

  • How many operators does momondo search for flights from Chicago to North America?

  • How old do you have to be to fly from Chicago to North America?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to North America.

  • What documentation or ID do you need to fly to North America?

    The required travel and health documents for your North America trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at North America. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to North America?

Best airlines flying from Chicago to North America

Compare and see reviews for airlines that fly from Chicago to North America with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $40Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $42Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
JetBluePriceFrom $78Free CancellationRating
7.2
2,897 reviews
Search JetBlue flights
DeltaPriceFrom $98Free CancellationRating
7.9
8,008 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,820 reviews
Search Hawaiian Airlines flights
Sun Country AirPriceFrom $112Free CancellationRating
6.9
333 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $117Free CancellationRating
7.2
11,055 reviews
Search American Airlines flights
United AirlinesPriceFrom $117Free CancellationRating
7.4
9,093 reviews
Search United Airlines flights
AviancaPriceFrom $129Free CancellationRating
6.6
2,490 reviews
Search Avianca flights
SouthwestPriceFrom $135Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to North America?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to North America. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to North America with flexible booking policies on momondo?

Flights from Chicago to North America with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to North America?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to North America from Chicago.

I’m not ready to book a flight from Chicago to North America right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to North America flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your North America trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Find better results for your trip to North America

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