$186 Cheap flight deals from Fort Wayne (FWA) to Chicago (CHI)

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Airfares from $186 One Way, $273 Round Trip from Fort Wayne to Chicago

Prices starting at $273 for return flights and $186 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 9 - Sun, Oct 11
FWA
Fort Wayne
ORD
Chicago
$273 Roundtrip, found 6 days ago
$273
Roundtrip
found 6 days ago
Select United flight, departing Fri, Oct 9 from Fort Wayne to Chicago, returning Sun, Oct 11, priced at $273 found 6 days ago
Fri, Oct 9 - Sun, Oct 11
FWA
Fort Wayne
ORD
Chicago
$285 Roundtrip, found 6 days ago
$285
Roundtrip
found 6 days ago
Select United flight, departing Fri, Oct 9 from Fort Wayne to Chicago, returning Sun, Oct 11, priced at $285 found 6 days ago
Fri, Oct 9 - Sun, Oct 11
FWA
Fort Wayne
ORD
Chicago
$295 Roundtrip, found 6 days ago
$295
Roundtrip
found 6 days ago
Select United flight, departing Fri, Oct 9 from Fort Wayne to Chicago, returning Sun, Oct 11, priced at $295 found 6 days ago
Thu, Oct 8 - Sun, Oct 11
FWA
Fort Wayne
ORD
Chicago
$324 Roundtrip, found 3 days ago
$324
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Oct 8 from Fort Wayne to Chicago, returning Sun, Oct 11, priced at $324 found 3 days ago
Fri, Oct 9 - Sun, Oct 11
FWA
Fort Wayne
ORD
Chicago
$332 Roundtrip, found 6 days ago
$332
Roundtrip
found 6 days ago
Select United flight, departing Fri, Oct 9 from Fort Wayne to Chicago, returning Sun, Oct 11, priced at $332 found 6 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Chicago
3.5-star property

Sports Illustrated Resorts Chicago

9/10 Wonderful! (1,451 reviews)

Oct 15 - Oct 18

3 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $983, price is now $708 per person
$708
per person
found 24 hours ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,512 reviews)

Oct 15 - Oct 18

3 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,333, price is now $892 per person
$892
per person
found 24 hours ago
The hotel was perfectly fine for a room price half the cost we paid

Reviewed on Sep 6, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,685 reviews)

Oct 15 - Oct 18

3 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,244, price is now $904 per person
$904
per person
found 24 hours ago
.

Reviewed on Sep 7, 2026

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More About Flying To Chicago from Fort Wayne

Route Information for Flights from Fort Wayne to Chicago

Origin Airport IATA Code
FWA
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Fort Wayne to Chicago

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Orbitz Makes It Easy to Plan Your Trips on a Budget

You can always find affordable flights from Fort Wayne to Chicago on Orbitz. Use different airlines to book arrival and departure flights, take advantage of vacation package deals, and secure exclusive rewards.

Frequently asked questions

Are there non-stop flights from Fort Wayne to Chicago?
There certainly are, which is awesome news if you're not a massive fan of switching planes en route. American Airlines and United Airlines fly straight from Fort Wayne Intl. Airport to Chicago, IL (ORD-O'Hare Intl.).
What is the shortest flight from Fort Wayne to Chicago?
It can take as little as 2 hours and 8 minutes to travel from Fort Wayne, IN (FWA-Fort Wayne Intl.) to Chicago, IL (MDW-Midway Intl.). Relax and enjoy the journey, because you'll be strolling through arrivals in the blink of an eye.
What airlines fly from Fort Wayne to Chicago most frequently?
The airlines that have the most frequent flights between Fort Wayne Intl. Airport (FWA) and O'Hare Intl. Airport (ORD) include American Airlines (AA). This popular option operates 82 flights on the route each month. If you can't find the right flight for you there, look into the fares with United Airlines (UA). This carrier is a terrific alternative and offers 60 flights between Fort Wayne and Chicago monthly.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.