Latest deals
Insights
When to book
FAQs
Price Alerts
Flights to Chicago

$68 Cheap flights to Chicago

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 5/27. 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 the United States to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:43 pm - 8:27 pm
DFW
-
ORD
2h 44mnonstop
Frontier Logo
9:28 am - 12:20 pm
ORD
-
DFW
2h 52mnonstop
$142Frontier
Tue, Jul 28 - Thu, Jul 30
Frontier Logo
5:43 pm - 8:27 pm
DFW
-
ORD
2h 44mnonstop
Frontier Logo
9:28 am - 12:20 pm
ORD
-
DFW
2h 52mnonstop
$146Frontier
Tue, Aug 11 - Sat, Aug 15
Frontier Logo
1:02 pm - 3:53 pm
DFW
-
ORD
2h 51mnonstop
Frontier Logo
4:59 pm - 7:39 am
ORD
-
DFW
14h 40m
1 stop
$149Frontier
Wed, Jun 10 - Wed, Jun 17
Delta Logo
7:35 pm - 9:52 pm
JFK
-
ORD
3h 17mnonstop
Delta Logo
6:00 am - 9:24 am
ORD
-
JFK
2h 24mnonstop
$177Delta
Sat, Jul 18 - Wed, Jul 22
Delta Logo
6:00 am - 7:32 am
LGA
-
ORD
2h 32mnonstop
Delta Logo
7:05 pm - 10:34 pm
ORD
-
LGA
2h 29mnonstop
$177Delta
Thu, Jul 9 - Wed, Jul 22
American Airlines Logo
1:59 pm - 3:53 pm
JFK
-
ORD
2h 54mnonstop
American Airlines Logo
4:30 pm - 8:04 pm
ORD
-
JFK
2h 34mnonstop
$179American Airlines
Wed, Jul 8 - Tue, Jul 14
American Airlines Logo
1:59 pm - 3:53 pm
JFK
-
ORD
2h 54mnonstop
American Airlines Logo
4:30 pm - 8:04 pm
ORD
-
JFK
2h 34mnonstop
$180American Airlines
Wed, Jul 8 - Tue, Jul 14
United Airlines Logo
6:00 am - 7:39 am
LGA
-
ORD
2h 39mnonstop
United Airlines Logo
6:25 pm - 9:54 pm
ORD
-
LGA
2h 29mnonstop
$193United Airlines
Thu, Jun 11 - Sat, Jun 13
United Airlines Logo
7:15 am - 9:00 am
EWR
-
ORD
2h 45mnonstop
United Airlines Logo
6:00 am - 9:12 am
ORD
-
EWR
2h 12mnonstop
$195United Airlines
Thu, Jul 23 - Sat, Jul 25
Alaska Airlines Logo
8:20 am - 6:53 pm
SFO
-
ORD
8h 33m
1 stop
Alaska Airlines Logo
7:20 am - 12:41 pm
ORD
-
SFO
7h 21m
1 stop
$300Alaska Airlines
Fri, Oct 16 - Mon, Oct 19

momondo Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 832,500 searches and data was last updated on May 20, 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 7/28

5:43 pm-8:27 pm

Nonstop2h 44m

Chicago O'Hare Intl

Thu 7/30

9:28 am-12:20 pm

Nonstop2h 52m

$142

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Tue 8/11

5:43 pm-8:27 pm

Nonstop2h 44m

Chicago O'Hare Intl

Sat 8/15

9:28 am-12:20 pm

Nonstop2h 52m

$146

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 6/10

1:02 pm-3:53 pm

Nonstop2h 51m

Chicago O'Hare Intl

Wed 6/17

4:59 pm-7:39 am

1 stop14h 40m

$149

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 7/18

7:35 pm-9:52 pm

Nonstop3h 17m

Chicago O'Hare Intl

Wed 7/22

6:00 am-9:24 am

Nonstop2h 24m

$177

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 7/9

6:00 am-7:32 am

Nonstop2h 32m

Chicago O'Hare Intl

Wed 7/22

7:05 pm-10:34 pm

Nonstop2h 29m

$177

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 7/8

1:59 pm-3:53 pm

Nonstop2h 54m

Chicago O'Hare Intl

Tue 7/14

4:30 pm-8:04 pm

Nonstop2h 34m

$179

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 7/8

1:59 pm-3:53 pm

Nonstop2h 54m

Chicago O'Hare Intl

Tue 7/14

4:30 pm-8:04 pm

Nonstop2h 34m

$180

New YorkChicago

LGA - ORD

LGAORD

New York LaGuardia

Thu 6/11

6:00 am-7:39 am

Nonstop2h 39m

Chicago O'Hare Intl

Sat 6/13

6:25 pm-9:54 pm

Nonstop2h 29m

$193
Quickest round-trip

NewarkChicago

EWR - ORD

EWRORD

Newark

Thu 7/23

7:15 am-9:00 am

Nonstop2h 45m

Chicago O'Hare Intl

Sat 7/25

6:00 am-9:12 am

Nonstop2h 12m

$195

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 10/16

8:20 am-6:53 pm

1 stop8h 33m

Chicago O'Hare Intl

Mon 10/19

7:20 am-12:41 pm

1 stop7h 21m

$300

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

Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from United States, with most prices found around $177. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from United States to Chicago during February average around $182.

What is the absolute cheapest flight to Chicago?

In the past two weeks, users have booked deals to Chicago for $68/person, which is 74% cheaper than the average flight to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

See prices from:

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 Saturday when prices can be found for as low as $294. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from United States to Chicago for around $371.

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 United States to Chicago during this time can be as low as $276. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $368.

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

You are more likely to see cheaper flights to Chicago from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $239 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from United States for as low as $162 on momondo.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
Find flights from Los Angeles to Chicago O'Hare Intl Airport
CHEAPEST MONTH TO FLY TO CHICAGO FROM LOS ANGELESSeptember25% cheaperFlying from Los Angeles to Chicago costs on average just $245 in September
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LOS ANGELESFebruary20% more expensiveIt costs about $390 for flights to Chicago from Los Angeles in February
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LOS ANGELESJune330% more users visitedMore momondo users searched in flights to Chicago from Los Angeles in June than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$68

Best Round-Trip Price

$142

Fastest flight time

2h 15m

Popular in

May
The best one-way flight price to Chicago from United States in the last 72 hours is $68 (Dallas/Fort Worth to Chicago Midway).
Search Deals
The best round-trip flight price to Chicago from United States in the last 72 hours is $142 (Dallas/Fort Worth to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from United States takes 2h 15m (Baltimore/Washington to Chicago O'Hare Intl).
Search Deals
May has the highest demand for flights to Chicago, with a 12% price increase on average.
Search Deals

Frequently asked questions about flying to Chicago

When is it best to fly to Chicago to go sightseeing?

The best time to plan to fly to Chicago to go sightseeing would be when the temperature is not unbearable and the chance of rain is only moderate. Considering those guidelines, May or June seems like the best time of year to plan your visit.

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

The best time to book a flight to Chicago from United States is 38 days out, which is when prices tend to be around $245. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $171.

Is there an alternative airport near Chicago?

Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (9 mi from Chicago city center) or Chicago Greater Rockford Airport (79 mi from Chicago city center).

Is there a cheaper alternative to flying into Chicago?

The cheapest airport near Chicago is typically Chicago Greater Rockford Airport with an average price of $158/person. These prices vary based on where travelers are coming from. It is suggested that travelers looking to save money try momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Downtown?

Yes. To go to Downtown, book a flight to Chicago Midway which is in Chicago and is about 8.9 mi away from Downtown.

What’s the closest airport to Magnificent Mile?

Chicago Midway in Chicago is the closest airport to Magnificent Mile (distance: 9.7 mi).

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago are updated daily.

How many operators does momondo search for flights to Chicago?

As of May 2026, there are 62 operators available to choose from for flights to Chicago.

How old do you have to be to fly 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 to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

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

Why use momondo?

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

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 for you.

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

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

How can momondo help me find flights to Chicago?

Once you have performed a search for flights to Chicago, momondo helps you find the right flight by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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

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
Fri 6/19
Fri 6/26
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago