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Flights to Chicago

$89 Cheap flights to Chicago

1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

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Frontier Logo
9:53 am - 11:23 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 30mnonstop
Frontier Logo
7:15 am - 4:44 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
8h 29m1 stop Atlanta Hartsfield-Jackson
$177Frontier
Fri, Nov 6 - Tue, Nov 10
Frontier Logo
10:20 am - 11:40 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 20mnonstop
Frontier Logo
6:20 am - 4:46 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
9h 26m1 stop Atlanta Hartsfield-Jackson
$177Frontier
Fri, Sep 11 - Wed, Sep 16
United Airlines Logo
6:25 am - 7:46 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 21mnonstop
United Airlines Logo
2:30 pm - 5:43 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
2h 13mnonstop
$177United Airlines
Mon, Oct 5 - Mon, Oct 5
United Airlines Logo
5:35 pm - 6:55 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 20mnonstop
United Airlines Logo
5:55 pm - 9:02 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
2h 07mnonstop
$177United Airlines
Tue, Sep 22 - Sat, Sep 26
American Airlines Logo
6:16 pm - 8:03 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 47mnonstop
American Airlines Logo
9:12 pm - 12:16 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
2h 04mnonstop
$177American Airlines
Sat, Oct 3 - Sat, Oct 10
American Airlines Logo
11:40 am - 12:59 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 19mnonstop
American Airlines Logo
9:12 pm - 12:16 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
2h 04mnonstop
$177American Airlines
Sat, Jan 23 - Wed, Jan 27
JetBlue Logo
6:55 am - 11:24 amBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
5h 29m1 stop New York John F Kennedy Intl
JetBlue Logo
9:38 am - 1:06 pmORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 28mnonstop
$193JetBlue
Sun, Oct 18 - Thu, Oct 22
Delta Logo
6:10 am - 10:29 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
5h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:29 pm - 11:07 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
4h 38m1 stop Detroit Metropolitan Wayne County
$197Delta
Wed, Oct 14 - Mon, Oct 19
Delta Logo
6:10 am - 10:29 amDCA  Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl
5h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:55 pm - 6:37 pmORD  Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National
3h 42m1 stop Detroit Metropolitan Wayne County
$197Delta
Wed, Oct 14 - Tue, Oct 20
JetBlue Logo
5:00 pm - 7:01 pmBOS  Boston Logan Intl-ORD Chicago O'Hare Intl
3h 01mnonstop
JetBlue Logo
8:24 pm - 12:09 amORD  Chicago O'Hare Intl-BOS Boston Logan Intl
2h 45mnonstop
$197JetBlue
Thu, Sep 17 - Mon, Sep 21

momondo Fare Finder

 
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

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Fri 11/6

9:53 am-11:23 am

Nonstop2h 30m

Chicago O'Hare Intl

Tue 11/10

7:15 am-4:44 pm

1 stop8h 29m

$177

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Fri 9/11

10:20 am-11:40 am

Nonstop2h 20m

Chicago O'Hare Intl

Wed 9/16

6:20 am-4:46 pm

1 stop9h 26m

$177

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Mon 10/5

6:25 am-7:46 am

Nonstop2h 21m

Chicago O'Hare Intl

Mon 10/5

2:30 pm-5:43 pm

Nonstop2h 13m

$177

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Tue 9/22

5:35 pm-6:55 pm

Nonstop2h 20m

Chicago O'Hare Intl

Sat 9/26

5:55 pm-9:02 pm

Nonstop2h 07m

$177

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Sat 10/3

6:16 pm-8:03 pm

Nonstop2h 47m

Chicago O'Hare Intl

Sat 10/10

9:12 pm-12:16 am

Nonstop2h 04m

$177
Quickest round-trip

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Sat 1/23

11:40 am-12:59 pm

Nonstop2h 19m

Chicago O'Hare Intl

Wed 1/27

9:12 pm-12:16 am

Nonstop2h 04m

$177

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Sun 10/18

6:55 am-11:24 am

1 stop5h 29m

Chicago O'Hare Intl

Thu 10/22

9:38 am-1:06 pm

Nonstop2h 28m

$193

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Wed 10/14

6:10 am-10:29 am

1 stop5h 19m

Chicago O'Hare Intl

Mon 10/19

5:29 pm-11:07 pm

1 stop4h 38m

$197

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Wed 10/14

6:10 am-10:29 am

1 stop5h 19m

Chicago O'Hare Intl

Tue 10/20

1:55 pm-6:37 pm

1 stop3h 42m

$197

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Thu 9/17

5:00 pm-7:01 pm

Nonstop3h 01m

Chicago O'Hare Intl

Mon 9/21

8:24 pm-12:09 am

Nonstop2h 45m

$197

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

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 $179. 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 $184.

What is the absolute cheapest flight to Chicago?

In the past two weeks, users have booked deals to Chicago for $70/person, which is 73% 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 $326. 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 $410.

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 $317. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $372.

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 $241 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 $174 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 ANGELESSeptember21% cheaperFlying from Los Angeles to Chicago costs on average just $282 in September
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LOS ANGELESJune19% more expensiveIt costs about $424 for flights to Chicago from Los Angeles in June
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LOS ANGELESJuly220% 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

$89

Best Round-Trip Price

$177

Fastest flight time

2h 17m

Popular in

July
The best one-way flight price to Chicago from United States in the last 5 days is $89 (Washington, D.C. Reagan-National to Chicago O'Hare Intl).
Search Deals
The best round-trip flight price to Chicago from United States in the last 5 days is $177 (Baltimore/Washington to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from United States takes 2h 17m (Washington, D.C. Dulles Intl to Chicago O'Hare Intl).
Search Deals
July has the highest demand for flights to Chicago, with a 7% 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 83 days out, which is when prices tend to be around $258. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $194.

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 $168/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 O'Hare Intl which is in Chicago and is about 15.7 mi away from Downtown.

What’s the closest airport to Magnificent Mile?

Chicago O'Hare Intl in Chicago is the closest airport to Magnificent Mile (distance: 15.5 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 August 2026, there are 59 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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.

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