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Flights to Chicago

$28 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 2/12. 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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Find the cheapest flights from the United States to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from the United States to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from the United States to Chicago.

Cheap last minute flights

Planning a quick getaway from the United States to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals to Chicago

Find recent round-trip train or bus tickets from the United States to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:29 pm - 11:07 pmLGA-ORD
2h 38mnonstop
4:19 pm - 7:24 pmORD-LGA
2h 05mnonstop
$63Spirit Airlines
Find Deal
Thu, Dec 5 - Tue, Dec 10
8:36 am - 10:17 amLGA-ORD
2h 41mnonstop
4:19 pm - 7:24 pmORD-LGA
2h 05mnonstop
$64Spirit Airlines
Find Deal
Wed, Dec 4 - Tue, Dec 10
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$77Frontier
Find Deal
Tue, Feb 18 - Thu, Feb 20
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$78Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
7:20 am - 9:02 amLGA-ORD
2h 42mnonstop
9:00 am - 12:12 pmORD-LGA
2h 12mnonstop
$147United Airlines
Find Deal
Fri, Jan 10 - Sun, Jan 12
6:29 pm - 8:13 pmEWR-ORD
2h 44mnonstop
6:20 pm - 9:32 pmORD-EWR
2h 12mnonstop
$147American Airlines
Find Deal
Sat, Jan 18 - Tue, Jan 21
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
11:40 am - 2:55 pmORD-JFK
2h 15mnonstop
$148American Airlines
Find Deal
Tue, Jan 7 - Thu, Jan 9
8:05 am - 10:05 amJFK-ORD
3h 00mnonstop
7:00 am - 10:26 amORD-JFK
2h 26mnonstop
$152Delta
Find Deal
Tue, Dec 17 - Sun, Jan 12
3:00 pm - 4:48 pmJFK-ORD
2h 48mnonstop
7:00 am - 10:25 amORD-JFK
2h 25mnonstop
$153Delta
Find Deal
Wed, Dec 4 - Wed, Dec 11
2:29 pm - 4:03 pmEWR-ORD
2h 34mnonstop
9:35 pm - 12:43 amORD-EWR
2h 08mnonstop
$157United Airlines
Find Deal
Sat, Dec 7 - Sat, Dec 14
7:17 am - 9:51 amDFW-ORD
2h 34mnonstop
$28Frontier
Find Deal
Wed, Feb 12
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
$28Frontier
Find Deal
Wed, Feb 12
10:55 pm - 12:34 amEWR-ORD
2h 39mnonstop
$37Spirit Airlines
Find Deal
Fri, Dec 6
8:36 am - 10:17 amLGA-ORD
2h 41mnonstop
$37Spirit Airlines
Find Deal
Thu, Dec 5
8:59 pm - 10:44 pmLGA-ORD
2h 45mnonstop
$73Delta
Find Deal
Wed, Dec 11
6:25 am - 8:03 amLGA-ORD
2h 38mnonstop
$74United Airlines
Find Deal
Thu, Dec 12
2:59 pm - 4:35 pmLGA-ORD
2h 36mnonstop
$75American Airlines
Find Deal
Thu, Jan 9
7:20 am - 9:29 amBOS-ORD
3h 09mnonstop
$78Delta
Find Deal
Wed, Dec 4
7:15 am - 8:59 amEWR-ORD
2h 44mnonstop
$79United Airlines
Find Deal
Sat, Dec 7
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$79American Airlines
Find Deal
Wed, Jan 15
11:35 am - 12:28 amBOS-ORD
13h 53m1 stop
11:45 am - 12:38 amORD-BOS
11h 53m1 stop
Sat, Nov 23 - Fri, Dec 6
11:35 am - 12:28 amBOS-ORD
13h 53m1 stop
4:45 pm - 8:04 pmORD-BOS
2h 19mnonstop
Sat, Nov 23 - Thu, Nov 28
11:35 am - 12:28 amBOS-ORD
13h 53m1 stop
2:25 pm - 12:44 amORD-BOS
9h 19m1 stop
$139Frontier
Find Deal
Sat, Nov 23 - Wed, Nov 27
5:01 pm - 7:16 pmMCO-ORD
3h 15mnonstop
7:25 am - 1:04 amORD-MCO
16h 39m1 stop
$142Frontier
Find Deal
Mon, Nov 25 - Thu, Dec 5
5:30 am - 7:37 amBOS-ORD
3h 07mnonstop
11:51 am - 7:29 pmORD-BOS
6h 38m1 stop
$152Spirit Airlines
Find Deal
Mon, Nov 25 - Tue, Nov 26
12:30 pm - 8:15 pmEWR-ORD
8h 45m1 stop
5:30 am - 8:42 amORD-EWR
2h 12mnonstop
$156Spirit Airlines
Find Deal
Thu, Nov 21 - Thu, Nov 28
7:10 am - 9:00 amLGA-ORD
2h 50mnonstop
6:01 am - 11:18 amORD-LGA
4h 17m1 stop
$244American Airlines
Find Deal
Mon, Nov 25 - Fri, Nov 29
3:25 pm - 7:45 pmJFK-ORD
5h 20m1 stop
6:01 am - 1:03 pmORD-JFK
6h 02m1 stop
$250American Airlines
Find Deal
Mon, Nov 25 - Thu, Nov 28
11:32 am - 3:43 pmBOS-ORD
5h 11m1 stop
11:59 pm - 3:18 amORD-BOS
2h 19mnonstop
$307United Airlines
Find Deal
Mon, Nov 25 - Sun, Dec 1
11:40 am - 1:11 pmEWR-ORD
2h 31mnonstop
12:45 pm - 4:00 pmORD-EWR
2h 15mnonstop
$313United Airlines
Find Deal
Thu, Nov 21 - Mon, Nov 25
9:29 pm - 11:07 pmLGA-ORD
2h 38mnonstop
4:19 pm - 7:24 pmORD-LGA
2h 05mnonstop
$63Spirit Airlines
Find Deal
Thu, Dec 5 - Tue, Dec 10
8:36 am - 10:17 amLGA-ORD
2h 41mnonstop
4:19 pm - 7:24 pmORD-LGA
2h 05mnonstop
$64Spirit Airlines
Find Deal
Wed, Dec 4 - Tue, Dec 10
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$77Frontier
Find Deal
Tue, Feb 18 - Thu, Feb 20
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$78Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
7:20 am - 9:02 amLGA-ORD
2h 42mnonstop
9:00 am - 12:12 pmORD-LGA
2h 12mnonstop
$147United Airlines
Find Deal
Fri, Jan 10 - Sun, Jan 12
7:00 am - 8:46 amEWR-ORD
2h 46mnonstop
2:50 pm - 5:58 pmORD-EWR
2h 08mnonstop
$147American Airlines
Find Deal
Fri, Jan 10 - Wed, Jan 15
9:00 am - 10:47 amJFK-ORD
2h 47mnonstop
11:40 am - 2:55 pmORD-JFK
2h 15mnonstop
$148American Airlines
Find Deal
Tue, Jan 7 - Thu, Jan 9
8:05 am - 10:05 amJFK-ORD
3h 00mnonstop
2:00 pm - 5:27 pmORD-JFK
2h 27mnonstop
$152Delta
Find Deal
Tue, Dec 17 - Tue, Jan 7
6:00 pm - 7:51 pmLGA-ORD
2h 51mnonstop
7:40 pm - 11:00 pmORD-LGA
2h 20mnonstop
$152Delta
Find Deal
Tue, Dec 17 - Fri, Jan 10
2:29 pm - 4:03 pmEWR-ORD
2h 34mnonstop
9:35 pm - 12:43 amORD-EWR
2h 08mnonstop
$157United Airlines
Find Deal
Sat, Dec 7 - Sat, Dec 14

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 September is, on average, the cheapest month to fly to Chicago from United States, with most prices found around $176. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from United States to Chicago during January average around $196.

What is the absolute cheapest flight to Chicago?

In the past two weeks, users have booked deals to Chicago for $73/person, which is 71% 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 Tuesday when prices can be found for as low as $201. 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 United States to Chicago for around $272.

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 $213. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $265.

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

The best time to book a flight to Chicago from United States is 30 days out, which is when prices tend to be around $228. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $165.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
CHEAPEST MONTH TO FLY TO CHICAGO FROM LOS ANGELESJanuary23% cheaperFlying from Los Angeles to Chicago costs on average just $238 in January
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LOS ANGELESMarch23% more expensiveIt costs about $379 for flights to Chicago from Los Angeles in March
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LOS ANGELESJuly247% more users visitedMore momondo users searched in flights to Chicago from Los Angeles in July than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$28

Best Round-Trip Price

$63

Fastest flight time

2h 14m

Popular in

December
The best one-way flight price to Chicago from United States in the last 72 hours is $28 (Dallas/Fort Worth to Chicago O'Hare Intl).
The best round-trip flight price to Chicago from United States in the last 72 hours is $63 (New York LaGuardia to Chicago O'Hare Intl).
The fastest flight to Chicago from United States takes 2h 14m (Dallas/Fort Worth to Chicago O'Hare Intl).
December has the highest demand for flights to Chicago, with a 18% price increase on average.

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.

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 $184/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 Lincoln Park?

Yes. To go to Lincoln Park, book a flight to Chicago Midway which is in Chicago and is about 10.5 mi away from Lincoln Park.

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?

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.


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

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Cheapest flight routes to Chicago

These routes have the cheapest flights to Chicago found by momondo users in United States
DepartingDestinationBest TimeBest Price
AtlantaChicago1h 51m$48
DenverChicago2h 15m$57
NashvilleChicago1h 43m$60
New YorkChicago2h 25m$63
NewarkChicago2h 31m$65
BurlingtonChicago1h 40m$73
PhiladelphiaChicago2h 10m$75
DallasChicago2h 14m$75
Las VegasChicago3h 32m$83
ValparaisoChicago2h 23m$85
West Palm BeachChicago3h 17m$87
Los AngelesChicago4h 02m$88
HoustonChicago2h 35m$89
OrlandoChicago3h 00m$93
Fort MyersChicago2h 53m$93
CharlotteChicago2h 06m$98