Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from North America to Chicago 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 North America to Chicago departing on 1/30. 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 North America to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:46 am - 12:08 pm
ATL
-
ORD
2h 22mnonstop
Frontier Logo
6:20 am - 9:41 am
ORD
-
ATL
2h 21mnonstop
$69Frontier
Tue, Jan 13 - Mon, Jan 19
Frontier Logo
10:20 am - 11:35 am
ATL
-
ORD
2h 15mnonstop
Frontier Logo
5:50 am - 9:04 am
ORD
-
ATL
2h 14mnonstop
$70Frontier
Sat, Jan 10 - Mon, Jan 12
Multiple Airlines Logo
3:26 pm - 9:03 pm
ATL
-
ORD
6h 37m1 stop
Multiple Airlines Logo
6:02 pm - 9:34 pm
ORD
-
ATL
2h 32mnonstop
$74Multiple Airlines
Wed, Feb 4 - Wed, Feb 11
Spirit Airlines Logo
12:59 pm - 2:41 pm
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
9:04 am - 12:04 pm
ORD
-
LGA
2h 00mnonstop
$85Spirit Airlines
Mon, May 11 - Tue, May 12
Spirit Airlines Logo
7:30 am - 9:12 am
LGA
-
ORD
2h 42mnonstop
Spirit Airlines Logo
5:53 pm - 8:59 pm
ORD
-
LGA
2h 06mnonstop
$86Spirit Airlines
Sat, Jan 10 - Mon, Jan 12
American Airlines Logo
11:47 pm - 6:09 am
SFO
-
ORD
4h 22mnonstop
American Airlines Logo
8:45 pm - 11:45 pm
ORD
-
SFO
5h 00mnonstop
$257American Airlines
Sat, Mar 21 - Tue, Mar 24
American Airlines Logo
6:00 am - 12:25 pm
SFO
-
ORD
4h 25mnonstop
American Airlines Logo
11:46 am - 2:37 pm
ORD
-
SFO
4h 51mnonstop
$259American Airlines
Wed, Jan 14 - Sun, Jan 18
Alaska Airlines Logo
6:35 am - 7:02 pm
SFO
-
ORD
10h 27m1 stop
Alaska Airlines Logo
4:10 pm - 10:52 pm
ORD
-
SFO
8h 42m1 stop
$262Alaska Airlines
Wed, Apr 8 - Wed, Apr 15
Delta Logo
10:54 pm - 9:41 am
SFO
-
ORD
8h 47m1 stop
Delta Logo
2:20 pm - 10:54 pm
ORD
-
SFO
10h 34m2 stops
$265Delta
Tue, Jan 20 - Tue, Jan 27
Delta Logo
2:55 pm - 11:51 pm
SFO
-
ORD
6h 56m1 stop
Delta Logo
5:00 pm - 10:15 pm
ORD
-
SFO
7h 15m1 stop
$266Delta
Wed, Mar 11 - Sat, Mar 14

Delta flights from North America to Chicago

Our best Delta deals on North America to Chicago flight tickets
Delta
Feb 2
JFK3:52 pmNew York John F Kennedy Intl
2h 53m
ORD5:45 pmChicago O'Hare Intl
Feb 9
ORD10:29 amChicago O'Hare Intl
2h 20m
JFK1:49 pmNew York John F Kennedy Intl
$139
Find similar
Delta
Dec 31
DFW3:21 pmDallas/Fort Worth
5h 15m
1 stop
ORD8:36 pmChicago O'Hare Intl
Jan 1
ORD7:00 amChicago O'Hare Intl
7h 43m
1 stop
DFW2:43 pmDallas/Fort Worth
$177
Find similar
Delta
Jan 1
BWI6:00 amBaltimore/Washington
4h 01m
1 stop
ORD9:01 amChicago O'Hare Intl
Feb 1
ORD5:30 amChicago O'Hare Intl
5h 24m
1 stop
BWI11:54 amBaltimore/Washington
$187
Find similar

United Airlines flights from North America to Chicago

Our best United Airlines deals on North America to Chicago flight tickets
United Airlines
Jan 18
EWR9:00 amNewark
2h 53m
ORD10:53 amChicago O'Hare Intl
Jan 18
ORD7:42 pmChicago O'Hare Intl
2h 16m
EWR10:58 pmNewark
$139
Find similar
United Airlines
Jan 15
EWR10:15 amNewark
2h 50m
ORD12:05 pmChicago O'Hare Intl
Jan 18
ORD6:05 amChicago O'Hare Intl
2h 10m
EWR9:15 amNewark
$148
Find similar
United Airlines
Jan 21
EWR2:20 pmNewark
2h 46m
ORD4:06 pmChicago O'Hare Intl
Jan 22
ORD6:05 amChicago O'Hare Intl
2h 10m
EWR9:15 amNewark
$157
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 December 23, 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

AtlantaChicago

ATL - ORD

ATLORD

Atlanta Hartsfield-Jackson

Tue 1/13

10:46 am-12:08 pm

Nonstop2h 22m

Chicago O'Hare Intl

Mon 1/19

6:20 am-9:41 am

Nonstop2h 21m

$69

AtlantaChicago

ATL - ORD

ATLORD

Atlanta Hartsfield-Jackson

Sat 1/10

10:20 am-11:35 am

Nonstop2h 15m

Chicago O'Hare Intl

Mon 1/12

5:50 am-9:04 am

Nonstop2h 14m

$70

AtlantaChicago

ATL - ORD

ATLORD

Atlanta Hartsfield-Jackson

Wed 2/4

3:26 pm-9:03 pm

1 stop6h 37m

Chicago O'Hare Intl

Wed 2/11

6:02 pm-9:34 pm

Nonstop2h 32m

$74

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Mon 5/11

12:59 pm-2:41 pm

Nonstop2h 42m

Chicago O'Hare Intl

Tue 5/12

9:04 am-12:04 pm

Nonstop2h 00m

$85

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Sat 1/10

7:30 am-9:12 am

Nonstop2h 42m

Chicago O'Hare Intl

Mon 1/12

5:53 pm-8:59 pm

Nonstop2h 06m

$86

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 3/21

11:47 pm-6:09 am

Nonstop4h 22m

Chicago O'Hare Intl

Tue 3/24

8:45 pm-11:45 pm

Nonstop5h 00m

$257

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 1/14

6:00 am-12:25 pm

Nonstop4h 25m

Chicago O'Hare Intl

Sun 1/18

11:46 am-2:37 pm

Nonstop4h 51m

$259

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 4/8

6:35 am-7:02 pm

1 stop10h 27m

Chicago O'Hare Intl

Wed 4/15

4:10 pm-10:52 pm

1 stop8h 42m

$262

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 1/20

10:54 pm-9:41 am

1 stop8h 47m

Chicago O'Hare Intl

Tue 1/27

2:20 pm-10:54 pm

2 stops10h 34m

$265

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 3/11

2:55 pm-11:51 pm

1 stop6h 56m

Chicago O'Hare Intl

Sat 3/14

5:00 pm-10:15 pm

1 stop7h 15m

$266

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 $179. 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 $291. 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 $369.

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 $269. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $365.

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 $242 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 $173 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

$29

Fastest flight time

0h 50m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from North America in the past 72 hours is $29. The best round-trip flight deal from North America to Chicago found on momondo in the last 72 hours is $68.
The fastest flight from North America to Chicago takes 0h 50m
Direct flights go from North America to Chicago every day.
There are 3 airports in Chicago. From North America there are direct flights to 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
3,073 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $58Free CancellationRating
6.3
8,194 reviews
Search Spirit Airlines flights
JetBluePriceFrom $75Free CancellationRating
7.2
2,898 reviews
Search JetBlue flights
Allegiant AirPriceFrom $91Free CancellationRating
7.2
701 reviews
Search Allegiant Air flights
DeltaPriceFrom $101Free CancellationRating
7.9
8,015 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,820 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,256 reviews
Search Southwest flights
United AirlinesPriceFrom $118Free CancellationRating
7.4
9,107 reviews
Search United Airlines flights
American AirlinesPriceFrom $129Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
Sun Country AirPriceFrom $130Free CancellationRating
6.9
334 reviews
Search Sun Country Air 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
Valparaiso
Schererville
Munster
Crown Point
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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 1/22
Thu 1/29
By creating a price alert you accept our terms of use and privacy policy.

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