Cheap flights from North America to Chicago from $37

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 3/17. 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.

Find the cheapest flights from North America to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:18 pm - 9:58 pm
DFW
-
ORD
2h 40mnonstop
Frontier Logo
3:24 pm - 6:13 pm
ORD
-
DFW
2h 49mnonstop
$83Frontier
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
4:29 pm - 6:29 pm
JFK
-
ORD
3h 00mnonstop
Frontier Logo
11:55 am - 3:19 pm
ORD
-
JFK
2h 24mnonstop
$84Frontier
Fri, Jan 30 - Sun, Feb 1
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
5:51 pm - 8:59 pm
ORD
-
LGA
2h 08mnonstop
$84Spirit Airlines
Thu, Feb 19 - Mon, Feb 23
Frontier Logo
7:18 pm - 9:58 pm
DFW
-
ORD
2h 40mnonstop
Frontier Logo
3:24 pm - 6:13 pm
ORD
-
DFW
2h 49mnonstop
$84Frontier
Fri, Feb 20 - Mon, Feb 23
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
5:51 pm - 8:59 pm
ORD
-
LGA
2h 08mnonstop
$87Spirit Airlines
Tue, Feb 10 - Sun, Feb 15
American Airlines Logo
8:04 am - 2:15 pm
SEA
-
ORD
4h 11mnonstop
American Airlines Logo
10:27 am - 1:08 pm
ORD
-
SEA
4h 41mnonstop
$182American Airlines
Tue, Jan 6 - Tue, Jan 13
United Airlines Logo
12:35 pm - 11:14 pm
SEA
-
ORD
8h 39m1 stop
United Airlines Logo
3:35 pm - 6:14 pm
ORD
-
SEA
4h 39mnonstop
$183United Airlines
Thu, Jan 8 - Sat, Jan 10
United Airlines Logo
6:00 am - 12:25 pm
SFO
-
ORD
4h 25mnonstop
United Airlines Logo
9:00 am - 12:10 pm
ORD
-
SFO
5h 10mnonstop
$269United Airlines
Thu, Jan 1 - Fri, Jan 9
Delta Logo
10:45 pm - 9:01 am
SFO
-
ORD
8h 16m1 stop
Delta Logo
2:20 pm - 11:28 pm
ORD
-
SFO
11h 08m1 stop
$270Delta
Thu, Jan 1 - Tue, Jan 6
Delta Logo
1:20 pm - 9:52 pm
SFO
-
ORD
6h 32m1 stop
Delta Logo
2:20 pm - 10:41 pm
ORD
-
SFO
10h 21m1 stop
$275Delta
Tue, Feb 3 - Fri, Feb 13

Delta flights from North America to Chicago

Our best Delta deals on North America to Chicago flight tickets
Delta
Jan 15
JFK11:20 amNew York John F Kennedy Intl
2h 54m
ORD1:14 pmChicago O'Hare Intl
Jan 18
ORD6:25 pmChicago O'Hare Intl
2h 34m
JFK9:59 pmNew York John F Kennedy Intl
Delta
Jan 15
LGA6:05 amNew York LaGuardia
2h 53m
ORD7:58 amChicago O'Hare Intl
Jan 18
ORD7:10 amChicago O'Hare Intl
2h 31m
LGA10:41 amNew York LaGuardia
Delta
Dec 17
JFK10:52 amNew York John F Kennedy Intl
2h 51m
ORD12:43 pmChicago O'Hare Intl
Jan 17
ORD2:30 pmChicago O'Hare Intl
2h 34m
JFK6:04 pmNew York John F Kennedy Intl

Frontier flights from North America to Chicago

Our best Frontier deals on North America to Chicago flight tickets
Frontier
Feb 19
DFW7:18 pmDallas/Fort Worth
2h 40m
ORD9:58 pmChicago O'Hare Intl
Feb 22
ORD3:24 pmChicago O'Hare Intl
2h 49m
DFW6:13 pmDallas/Fort Worth
Frontier
Jan 30
JFK4:29 pmNew York John F Kennedy Intl
3h 00m
ORD6:29 pmChicago O'Hare Intl
Feb 1
ORD11:55 amChicago O'Hare Intl
2h 24m
JFK3:19 pmNew York John F Kennedy Intl
Frontier
Feb 20
JFK11:00 amNew York John F Kennedy Intl
2h 57m
ORD12:57 pmChicago O'Hare Intl
Feb 22
ORD6:40 amChicago O'Hare Intl
2h 24m
JFK10:04 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 December 9, 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 2/19

7:18 pm-9:58 pm

Nonstop2h 40m

Chicago O'Hare Intl

Sun 2/22

3:24 pm-6:13 pm

Nonstop2h 49m

$83

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 1/30

4:29 pm-6:29 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sun 2/1

11:55 am-3:19 pm

Nonstop2h 24m

$84

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 2/19

7:30 am-9:12 am

Nonstop2h 42m

Chicago O'Hare Intl

Mon 2/23

5:51 pm-8:59 pm

Nonstop2h 08m

$84

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 2/20

7:18 pm-9:58 pm

Nonstop2h 40m

Chicago O'Hare Intl

Mon 2/23

3:24 pm-6:13 pm

Nonstop2h 49m

$84

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 2/10

7:30 am-9:12 am

Nonstop2h 42m

Chicago O'Hare Intl

Sun 2/15

5:51 pm-8:59 pm

Nonstop2h 08m

$87

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Tue 1/6

8:04 am-2:15 pm

Nonstop4h 11m

Chicago O'Hare Intl

Tue 1/13

10:27 am-1:08 pm

Nonstop4h 41m

$182

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 1/8

12:35 pm-11:14 pm

1 stop8h 39m

Chicago O'Hare Intl

Sat 1/10

3:35 pm-6:14 pm

Nonstop4h 39m

$183

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 1/1

6:00 am-12:25 pm

Nonstop4h 25m

Chicago O'Hare Intl

Fri 1/9

9:00 am-12:10 pm

Nonstop5h 10m

$269

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 1/1

10:45 pm-9:01 am

1 stop8h 16m

Chicago O'Hare Intl

Tue 1/6

2:20 pm-11:28 pm

1 stop11h 08m

$270

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 2/3

1:20 pm-9:52 pm

1 stop6h 32m

Chicago O'Hare Intl

Fri 2/13

2:20 pm-10:41 pm

1 stop10h 21m

$275

Flights are sorted by cheapest round-trip flights first.

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

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 $182. 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 $292. 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 $373.

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 $271. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $367.

What is the cheapest North America to Chicago flight route?

Fly from Atlanta Hartsfield-Jackson 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 $241 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 $174 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

$34

Fastest flight time

0h 50m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from North America in the past 72 hours is $34. The best round-trip flight deal from North America to Chicago found on momondo in the last 72 hours is $69.
The fastest flight from North America to Chicago takes 0h 50m
Direct flights go from North America to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
  • 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
FrontierPriceFrom $55Free CancellationRating
5.8
3,085 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $58Free CancellationRating
6.3
8,168 reviews
Search Spirit Airlines flights
JetBluePriceFrom $78Free CancellationRating
7.2
2,899 reviews
Search JetBlue flights
Allegiant AirPriceFrom $91Free CancellationRating
7.2
698 reviews
Search Allegiant Air flights
DeltaPriceFrom $101Free CancellationRating
7.9
8,011 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,818 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,254 reviews
Search Southwest flights
United AirlinesPriceFrom $118Free CancellationRating
7.4
9,089 reviews
Search United Airlines flights
Sun Country AirPriceFrom $130Free CancellationRating
6.9
334 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $131Free CancellationRating
7.2
11,045 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
Portage
Lansing
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.

An easier way to manage your Chicago 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 1/8
Thu 1/15

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