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Cheap flights from North America to Chicago from $42

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 12/8. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:59 am - 1:16 pmJFK-ORD
7h 17m1 stop
Frontier Logo
8:36 am - 12:00 pmORD-JFK
2h 24mnonstop
$87Frontier
Find Deal
Sat, Dec 13 - Wed, Dec 17
Spirit Airlines Logo
7:30 am - 9:01 amLGA-ORD
2h 31mnonstop
Spirit Airlines Logo
4:38 pm - 7:42 pmORD-LGA
2h 04mnonstop
$87Spirit Airlines
Find Deal
Tue, Dec 2 - Sat, Dec 6
American Airlines Logo
1:45 pm - 3:55 pmBOS-ORD
3h 10mnonstop
American Airlines Logo
6:10 am - 9:35 amORD-BOS
2h 25mnonstop
$123American Airlines
Find Deal
Wed, Dec 10 - Sat, Dec 13
American Airlines Logo
6:36 am - 8:47 amBOS-ORD
3h 11mnonstop
American Airlines Logo
8:20 pm - 11:51 pmORD-BOS
2h 31mnonstop
$124American Airlines
Find Deal
Thu, Jan 1 - Mon, Jan 5
United Airlines Logo
9:40 am - 11:40 amBOS-ORD
3h 00mnonstop
United Airlines Logo
7:30 am - 10:49 amORD-BOS
2h 19mnonstop
$127United Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Alaska Airlines Logo
8:30 am - 2:38 pmSEA-ORD
4h 08mnonstop
Alaska Airlines Logo
6:06 pm - 8:56 pmORD-SEA
4h 50mnonstop
$177Alaska Airlines
Find Deal
Thu, Jan 15 - Tue, Jan 27
United Airlines Logo
10:40 am - 4:43 pmSEA-ORD
4h 03mnonstop
United Airlines Logo
7:45 pm - 10:28 pmORD-SEA
4h 43mnonstop
$179United Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Delta Logo
5:55 pm - 11:53 pmSEA-ORD
3h 58mnonstop
Delta Logo
7:20 am - 3:00 pmORD-SEA
9h 40m1 stop
$180Delta
Find Deal
Fri, Jan 16 - Tue, Jan 27
Delta Logo
5:55 pm - 11:59 pmSEA-ORD
4h 04mnonstop
Delta Logo
5:29 pm - 11:25 pmORD-SEA
7h 56m1 stop
$181Delta
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Tue, Dec 9 - Sat, Dec 13
Alaska Airlines Logo
7:24 am - 6:55 pmSFO-ORD
9h 31m1 stop
Alaska Airlines Logo
9:20 am - 2:19 pmORD-SFO
6h 59m1 stop
$293Alaska Airlines
Find Deal
Mon, May 18 - Wed, May 27

Frontier flights from North America to Chicago

Our best Frontier deals on North America to Chicago flight tickets
Frontier
Dec 13
JFK6:59 amNew York John F Kennedy Intl
7h 17m
1 stop
ORD1:16 pmChicago O'Hare Intl
Dec 17
ORD8:36 amChicago O'Hare Intl
2h 24m
JFK12:00 pmNew York John F Kennedy Intl
$87
Find similar
Frontier
Dec 6
JFK6:25 amNew York John F Kennedy Intl
6h 29m
1 stop
ORD11:54 amChicago O'Hare Intl
Jan 10
ORD8:35 amChicago O'Hare Intl
2h 24m
JFK11:59 amNew York John F Kennedy Intl
$88
Find similar
Frontier
Jan 9
JFK1:00 pmNew York John F Kennedy Intl
2h 57m
ORD2:57 pmChicago O'Hare Intl
Jan 14
ORD6:00 pmChicago O'Hare Intl
6h 13m
1 stop
JFK1:13 amNew York John F Kennedy Intl
$89
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Spirit Airlines flights from North America to Chicago

Our best Spirit Airlines deals on North America to Chicago flight tickets
Spirit Airlines
Dec 2
LGA7:30 amNew York LaGuardia
2h 31m
ORD9:01 amChicago O'Hare Intl
Dec 6
ORD4:38 pmChicago O'Hare Intl
2h 04m
LGA7:42 pmNew York LaGuardia
$87
Find similar
Spirit Airlines
Dec 4
LGA8:41 pmNew York LaGuardia
2h 30m
ORD10:11 pmChicago O'Hare Intl
Dec 6
ORD4:38 pmChicago O'Hare Intl
2h 04m
LGA7:42 pmNew York LaGuardia
$92
Find similar
Spirit Airlines
Dec 6
LGA8:41 pmNew York LaGuardia
2h 30m
ORD10:11 pmChicago O'Hare Intl
Dec 8
ORD4:38 pmChicago O'Hare Intl
2h 04m
LGA7:42 pmNew York LaGuardia
$93
Find similar

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 November 20, 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

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 12/13

6:59 am-1:16 pm

1 stop7h 17m

Chicago O'Hare Intl

Wed 12/17

8:36 am-12:00 pm

Nonstop2h 24m

$87

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Tue 12/2

7:30 am-9:01 am

Nonstop2h 31m

Chicago O'Hare Intl

Sat 12/6

4:38 pm-7:42 pm

Nonstop2h 04m

$87

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/10

1:45 pm-3:55 pm

Nonstop3h 10m

Chicago O'Hare Intl

Sat 12/13

6:10 am-9:35 am

Nonstop2h 25m

$123

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 1/1

6:36 am-8:47 am

Nonstop3h 11m

Chicago O'Hare Intl

Mon 1/5

8:20 pm-11:51 pm

Nonstop2h 31m

$124

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

9:40 am-11:40 am

Nonstop3h 00m

Chicago O'Hare Intl

Sun 12/7

7:30 am-10:49 am

Nonstop2h 19m

$127

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 1/15

8:30 am-2:38 pm

Nonstop4h 08m

Chicago O'Hare Intl

Tue 1/27

6:06 pm-8:56 pm

Nonstop4h 50m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 12/4

10:40 am-4:43 pm

Nonstop4h 03m

Chicago O'Hare Intl

Mon 12/8

7:45 pm-10:28 pm

Nonstop4h 43m

$179

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Fri 1/16

5:55 pm-11:53 pm

Nonstop3h 58m

Chicago O'Hare Intl

Tue 1/27

7:20 am-3:00 pm

1 stop9h 40m

$180

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Tue 12/9

5:55 pm-11:59 pm

Nonstop4h 04m

Chicago O'Hare Intl

Sat 12/13

5:29 pm-11:25 pm

1 stop7h 56m

$181

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Mon 5/18

7:24 am-6:55 pm

1 stop9h 31m

Chicago O'Hare Intl

Wed 5/27

9:20 am-2:19 pm

1 stop6h 59m

$293

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 $184. 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 $384.

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 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 $248 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

$49

Fastest flight time

2h 08m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Chicago

1 airport
The best one-way flight to Chicago from North America in the past 72 hours is $49. The best round-trip flight deal from North America to Chicago found on momondo in the last 72 hours is $71.
The fastest flight from North America to Chicago takes 2h 08m
Direct flights go from North America to Chicago on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. Airlines offering direct flights are: Avelo Airlines, Denver Air Connection and Contour.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • 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
3,104 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $59Free CancellationRating
6.3
8,157 reviews
Search Spirit Airlines flights
JetBluePriceFrom $79Free CancellationRating
7.2
2,902 reviews
Search JetBlue flights
Allegiant AirPriceFrom $91Free CancellationRating
7.2
700 reviews
Search Allegiant Air flights
DeltaPriceFrom $101Free CancellationRating
7.9
8,002 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,811 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,251 reviews
Search Southwest flights
United AirlinesPriceFrom $126Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
Sun Country AirPriceFrom $130Free CancellationRating
6.9
334 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $135Free CancellationRating
7.2
11,047 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.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport