Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport 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 Midway Airport to North America departing on 1/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to North America

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
8:55 pm - 11:13 pm
DFW
-
MDW
2h 18mnonstop
$88Frontier
ven., janv. 30 - dim., févr. 1
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
1:30 pm - 3:49 pm
DFW
-
MDW
2h 19mnonstop
$89Frontier
ven., janv. 30 - ven., févr. 6
Frontier Logo
9:15 am - 12:00 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
10:44 am - 9:39 pm
DFW
-
MDW
10h 55m1 stop
$93Frontier
sam., févr. 21 - sam., févr. 28
Multiple Airlines Logo
9:22 pm - 7:09 am
MDW
-
FLL
8h 47m1 stop
Multiple Airlines Logo
10:44 pm - 2:26 pm
FLL
-
MDW
16h 42m1 stop
$132Multiple Airlines
lun., févr. 23 - mer., févr. 25
Multiple Airlines Logo
6:25 am - 6:17 pm
MDW
-
FLL
10h 52m1 stop
Multiple Airlines Logo
8:50 am - 7:47 pm
FLL
-
MDW
11h 57m1 stop
$138Multiple Airlines
jeu., févr. 19 - lun., févr. 23
Southwest Logo
7:50 pm - 9:55 pm
MDW
-
LAS
4h 05mnonstop
Southwest Logo
11:40 pm - 5:05 am
LAS
-
MDW
3h 25mnonstop
$145Southwest
sam., janv. 17 - sam., janv. 24
Southwest Logo
7:50 pm - 9:55 pm
MDW
-
LAS
4h 05mnonstop
Southwest Logo
11:40 pm - 5:05 am
LAS
-
MDW
3h 25mnonstop
$155Southwest
sam., janv. 17 - mar., janv. 20
Aeromexico Logo
6:00 am - 3:30 pm
MDW
-
CUN
8h 30m1 stop
Aeromexico Logo
1:40 pm - 10:22 pm
CUN
-
MDW
9h 42m1 stop
$298Aeromexico
ven., janv. 30 - ven., févr. 6
Volaris Logo
7:54 pm - 9:48 am
MDW
-
CUN
13h 54m1 stop
Volaris Logo
10:39 am - 6:34 pm
CUN
-
MDW
7h 55m1 stop
$300Volaris
lun., mars 16 - ven., mars 20
Volaris Logo
6:54 pm - 7:45 am
MDW
-
MEX
12h 51m1 stop
Volaris Logo
6:00 am - 5:34 pm
MEX
-
MDW
11h 34m1 stop
$374Volaris
ven., févr. 6 - lun., févr. 9

Frontier flights from Chicago Midway Airport to North America

Our best Frontier deals on Chicago Midway Airport to North America flight tickets
Frontier
Jan 30
MDW9:45 amChicago Midway
2h 45m
DFW12:30 pmDallas/Fort Worth
Feb 1
DFW8:55 pmDallas/Fort Worth
2h 18m
MDW11:13 pmChicago Midway
$88
Find similar
Frontier
Jan 30
MDW9:45 amChicago Midway
2h 45m
DFW12:30 pmDallas/Fort Worth
Feb 6
DFW1:30 pmDallas/Fort Worth
2h 19m
MDW3:49 pmChicago Midway
$89
Find similar
Frontier
Feb 21
MDW9:15 amChicago Midway
2h 45m
DFW12:00 pmDallas/Fort Worth
Feb 28
DFW10:44 amDallas/Fort Worth
10h 55m
1 stop
MDW9:39 pmChicago Midway
$93
Find similar

Southwest flights from Chicago Midway Airport to North America

Our best Southwest deals on Chicago Midway Airport to North America flight tickets
Southwest
Jan 24
MDW12:45 pmChicago Midway
1h 50m
ATL3:35 pmAtlanta Hartsfield-Jackson
Jan 31
ATL2:25 pmAtlanta Hartsfield-Jackson
1h 55m
MDW3:20 pmChicago Midway
$137
Find similar
Southwest
Jan 17
MDW7:50 pmChicago Midway
4h 05m
LAS9:55 pmLas Vegas Harry Reid Intl
Jan 24
LAS11:40 pmLas Vegas Harry Reid Intl
3h 25m
MDW5:05 amChicago Midway
$145
Find similar
Southwest
Jan 17
MDW7:50 pmChicago Midway
4h 05m
LAS9:55 pmLas Vegas Harry Reid Intl
Jan 20
LAS11:40 pmLas Vegas Harry Reid Intl
3h 25m
MDW5:05 amChicago Midway
$155
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 décembre 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to North America that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

ven. 1/30

9:45 am-12:30 pm

Nonstop2h 45m

Dallas/Fort Worth

dim. 2/1

8:55 pm-11:13 pm

Nonstop2h 18m

$88

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

ven. 1/30

9:45 am-12:30 pm

Nonstop2h 45m

Dallas/Fort Worth

ven. 2/6

1:30 pm-3:49 pm

Nonstop2h 19m

$89

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

sam. 2/21

9:15 am-12:00 pm

Nonstop2h 45m

Dallas/Fort Worth

sam. 2/28

10:44 am-9:39 pm

1 stop10h 55m

$93

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

lun. 2/23

9:22 pm-7:09 am

1 stop8h 47m

Fort Lauderdale

mer. 2/25

10:44 pm-2:26 pm

1 stop16h 42m

$132

ChicagoFort Lauderdale

MDW - FLL

MDWFLL

Chicago Midway

jeu. 2/19

6:25 am-6:17 pm

1 stop10h 52m

Fort Lauderdale

lun. 2/23

8:50 am-7:47 pm

1 stop11h 57m

$138

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

sam. 1/17

7:50 pm-9:55 pm

Nonstop4h 05m

Las Vegas Harry Reid Intl

sam. 1/24

11:40 pm-5:05 am

Nonstop3h 25m

$145

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

sam. 1/17

7:50 pm-9:55 pm

Nonstop4h 05m

Las Vegas Harry Reid Intl

mar. 1/20

11:40 pm-5:05 am

Nonstop3h 25m

$155

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

ven. 1/30

6:00 am-3:30 pm

1 stop8h 30m

Cancun

ven. 2/6

1:40 pm-10:22 pm

1 stop9h 42m

$298

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 3/16

7:54 pm-9:48 am

1 stop13h 54m

Cancun

ven. 3/20

10:39 am-6:34 pm

1 stop7h 55m

$300

ChicagoMexico City

MDW - MEX

MDWMEX

Chicago Midway

ven. 2/6

6:54 pm-7:45 am

1 stop12h 51m

Mexico City Benito Juarez

lun. 2/9

6:00 am-5:34 pm

1 stop11h 34m

$374

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

How to get the cheapest flight ticket from Chicago Midway Airport 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 October is, on average, the cheapest month to fly to North America from Chicago Midway Airport, with most prices found around $167. If you are unable to visit North America during the month of October, then departing from Chicago Midway Airport during the month August is also very affordable. Most momondo users find prices during this month for around $202.

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

The cheapest day to depart from Chicago Midway Airport to North America is on a Thursday. Travelers who choose to depart for North America on a Thursday will often find tickets for as low as $201. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to North America on Friday is $267.

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 afternoon when flights can be purchased for as low as $206. Try not to purchase tickets at noon because they tend to be around $267. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago Midway to North America flight route?

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

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

There are 4 cabin classes available to choose from on Chicago Midway 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 Midway Airport to North America flights?

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

Cheap Chicago Midway Airport to North America flight deals and tips

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

Best Price Found

$67

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 Midway Airport in the past 72 hours is $67. The best round-trip flight deal from Chicago Midway Airport to North America found on momondo in the last 72 hours is $62.
The fastest flight from Chicago Midway Airport to North America takes 0h 27m
Direct flights go from Chicago Midway Airport to North America every day.
There are 5,162 airports in North America. From Chicago Midway Airport there are direct flights to Atlanta Hartsfield-Jackson (ATL).
Search flight deals

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

    Prices for flights from Chicago Midway Airport to North America refresh daily.

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

  • How old do you have to be to fly from Chicago Midway Airport 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 Midway Airport to North America.

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

    The necessary travel and health documents for your North America trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Chicago Midway Airport to North America

Compare and see reviews for airlines that fly from Chicago Midway Airport to North America with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $57Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $63Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
DeltaPriceFrom $98Free CancellationRating
7.9
8,005 reviews
Search Delta flights
United AirlinesPriceFrom $127Free CancellationRating
7.4
9,091 reviews
Search United Airlines flights
SouthwestPriceFrom $135Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
Allegiant AirPriceFrom $144Free CancellationRating
7.2
700 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $203Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
AeromexicoPriceFrom $296Free CancellationRating
7.4
1,629 reviews
Search Aeromexico flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to North America for you.

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

Yes. All flights to North America from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to North America.

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

If you are simply researching potential flights to North America, momondo offers a useful price alert feature which will track prices for flights to North America from Chicago and alert you when they change.

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
sam. 1/17
sam. 1/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to North America

Popular cities in North America

Popular flights according to clicks in the last 7 days on momondo
Flights to New Yorkfrom $45
Flights to Los Angelesfrom $48
Flights to Miamifrom $49
Flights to Chicagofrom $58
Flights to Orlandofrom $40
Flights to San Franciscofrom $58
Flights to Las Vegasfrom $49
Flights to Washington, D.C.from $57
Flights to Bostonfrom $51
Flights to Atlantafrom $46
Flights to Dallasfrom $57
Flights to Seattlefrom $58