Cheap flights from North America to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from North America to Chicago departing on 11/4. 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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Frontier Logo
9:29 pm - 11:56 pmDFW-ORD
2h 27mnonstop
Frontier Logo
8:59 am - 11:46 amORD-DFW
2h 47mnonstop
$100Frontier
Find Deal
Thu, Nov 20 - Sun, Nov 23
Frontier Logo
9:54 pm - 12:13 amDFW-MDW
2h 19mnonstop
Frontier Logo
5:30 am - 8:15 amMDW-DFW
2h 45mnonstop
$100Frontier
Find Deal
Thu, Nov 20 - Sun, Nov 23
Spirit Airlines Logo
7:35 am - 10:01 amDFW-ORD
2h 26mnonstop
Spirit Airlines Logo
4:57 pm - 11:59 pmORD-DFW
7h 02m1 stop
$101Spirit Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
Spirit Airlines Logo
12:37 pm - 12:27 amDFW-ORD
11h 50m2 stops
Spirit Airlines Logo
1:48 pm - 4:21 pmORD-DFW
2h 33mnonstop
$103Spirit Airlines
Find Deal
Tue, Nov 4 - Wed, Nov 5
United Airlines Logo
9:15 am - 10:57 amLGA-ORD
2h 42mnonstop
United Airlines Logo
8:00 pm - 11:16 pmORD-LGA
2h 16mnonstop
$117United Airlines
Find Deal
Wed, Nov 5 - Thu, Nov 6
American Airlines Logo
7:00 am - 8:47 amLGA-ORD
2h 47mnonstop
American Airlines Logo
2:47 pm - 6:04 pmORD-LGA
2h 17mnonstop
$123American Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
United Airlines Logo
4:15 pm - 5:57 pmLGA-ORD
2h 42mnonstop
United Airlines Logo
7:00 am - 10:07 amORD-LGA
2h 07mnonstop
$125United Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
American Airlines Logo
6:00 am - 7:50 amLGA-ORD
2h 50mnonstop
American Airlines Logo
8:30 pm - 11:47 pmORD-LGA
2h 17mnonstop
$126American Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
Southwest Logo
6:05 am - 12:15 pmDCA-ORD
7h 10m1 stop
Southwest Logo
1:45 pm - 7:15 pmORD-DCA
4h 30m1 stop
$202Southwest
Find Deal
Wed, Jan 7 - Mon, Jan 12
Southwest Logo
5:00 am - 2:05 pmSFO-ORD
7h 05m1 stop
Southwest Logo
7:15 am - 2:25 pmORD-SFO
9h 10m2 stops
$270Southwest
Find Deal
Sat, Dec 6 - Tue, Dec 9

Spirit Airlines flights from North America to Chicago

Our best Spirit Airlines deals on North America to Chicago flight tickets
Spirit Airlines
Nov 6
DFW7:35 amDallas/Fort Worth
2h 26m
ORD10:01 amChicago O'Hare Intl
Nov 10
ORD4:57 pmChicago O'Hare Intl
7h 02m
1 stop
DFW11:59 pmDallas/Fort Worth
Spirit Airlines
Nov 4
DFW12:37 pmDallas/Fort Worth
11h 50m
2 stops
ORD12:27 amChicago O'Hare Intl
Nov 5
ORD1:48 pmChicago O'Hare Intl
2h 33m
DFW4:21 pmDallas/Fort Worth
Spirit Airlines
Nov 22
DFW5:25 amDallas/Fort Worth
2h 18m
ORD7:43 amChicago O'Hare Intl
Nov 26
ORD9:22 pmChicago O'Hare Intl
2h 37m
DFW11:59 pmDallas/Fort Worth

American Airlines flights from North America to Chicago

Our best American Airlines deals on North America to Chicago flight tickets
American Airlines
Dec 6
LGA7:00 amNew York LaGuardia
2h 47m
ORD8:47 amChicago O'Hare Intl
Dec 8
ORD2:47 pmChicago O'Hare Intl
2h 17m
LGA6:04 pmNew York LaGuardia
American Airlines
Dec 5
LGA6:00 amNew York LaGuardia
2h 50m
ORD7:50 amChicago O'Hare Intl
Dec 8
ORD8:30 pmChicago O'Hare Intl
2h 17m
LGA11:47 pmNew York LaGuardia
American Airlines
Nov 1
JFK11:00 amNew York John F Kennedy Intl
2h 40m
ORD12:40 pmChicago O'Hare Intl
Nov 4
ORD8:30 amChicago O'Hare Intl
2h 11m
JFK11:41 amNew York John F Kennedy Intl

momondo Fare Finder

 
Customize your flight search to find flights from North America to Chicago 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 October 22, 2025.
Use the filters below to find and compare flights from North America to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 11/20

9:29 pm-11:56 pm

Nonstop2h 27m

Chicago O'Hare Intl

Sun 11/23

8:59 am-11:46 am

Nonstop2h 47m

$100

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 11/20

9:54 pm-12:13 am

Nonstop2h 19m

Chicago Midway

Sun 11/23

5:30 am-8:15 am

Nonstop2h 45m

$100

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 11/6

7:35 am-10:01 am

Nonstop2h 26m

Chicago O'Hare Intl

Mon 11/10

4:57 pm-11:59 pm

1 stop7h 02m

$101

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 11/4

12:37 pm-12:27 am

2 stops11h 50m

Chicago O'Hare Intl

Wed 11/5

1:48 pm-4:21 pm

Nonstop2h 33m

$103

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Wed 11/5

9:15 am-10:57 am

Nonstop2h 42m

Chicago O'Hare Intl

Thu 11/6

8:00 pm-11:16 pm

Nonstop2h 16m

$117

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 12/6

7:00 am-8:47 am

Nonstop2h 47m

Chicago O'Hare Intl

Mon 12/8

2:47 pm-6:04 pm

Nonstop2h 17m

$123

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 12/5

4:15 pm-5:57 pm

Nonstop2h 42m

Chicago O'Hare Intl

Mon 12/8

7:00 am-10:07 am

Nonstop2h 07m

$125

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Fri 12/5

6:00 am-7:50 am

Nonstop2h 50m

Chicago O'Hare Intl

Mon 12/8

8:30 pm-11:47 pm

Nonstop2h 17m

$126

Washington, D.C.Chicago

DCA - ORD

DCAORD

Washington, D.C. Reagan-National

Wed 1/7

6:05 am-12:15 pm

1 stop7h 10m

Chicago O'Hare Intl

Mon 1/12

1:45 pm-7:15 pm

1 stop4h 30m

$202

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 12/6

5:00 am-2:05 pm

1 stop7h 05m

Chicago O'Hare Intl

Tue 12/9

7:15 am-2:25 pm

2 stops9h 10m

$270

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from North America to Chicago

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 Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from North America, with most prices found around $186. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from North America to Chicago during February average around $189.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $293. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from North America to Chicago for around $385.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from North America to Chicago during this time can be as low as $270. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $366.

What is the cheapest North America to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from North America when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $252 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from North America for as low as $186 on momondo.

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

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

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

Cheap North America to Chicago flight deals and tips

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

Best Price Found

$45

Fastest flight time

2h 03m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from North America in the past 72 hours is $45. The best round-trip flight deal from North America to Chicago found on momondo in the last 72 hours is $53.
The fastest flight from North America to Chicago takes 2h 03m
Direct flights go from North America to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
  • When did momondo last update prices for flights from North America to Chicago?

    Prices for flights from North America to Chicago were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from North America to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago 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 Chicago. 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 North America to Chicago?

Best airlines flying from North America to Chicago

Compare and see reviews for airlines that fly from North America to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $59Free CancellationRating
6.3
8,097 reviews
Search Spirit Airlines flights
FrontierPriceFrom $59Free CancellationRating
5.8
3,130 reviews
Search Frontier flights
JetBluePriceFrom $78Free CancellationRating
7.2
2,909 reviews
Search JetBlue flights
Allegiant AirPriceFrom $91Free CancellationRating
7.2
694 reviews
Search Allegiant Air flights
DeltaPriceFrom $101Free CancellationRating
7.9
7,979 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,788 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,237 reviews
Search Southwest flights
Sun Country AirPriceFrom $130Free CancellationRating
6.9
334 reviews
Search Sun Country Air flights
United AirlinesPriceFrom $130Free CancellationRating
7.4
8,988 reviews
Search United Airlines flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
11,028 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from North America.

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

Yes. momondo allows you to filter the results for North America to Chicago flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from North America. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Chicago from North America are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Fri 11/21
Fri 11/28

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago