$71 Cheap flight deals from Vero Beach (MLB) to Chicago (CHI)

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This Weekend's Flight Deals from Vero Beach to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 9 - Mon, Oct 12
MCO
Orlando Intl.
ORD
O'Hare Intl.
$294 Roundtrip, just found
$294
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 9 from Orlando Intl. to O'Hare Intl., returning Mon, Oct 12, priced at $294 just found
Sat, Oct 10 - Tue, Oct 13
MCO
Orlando Intl.
MDW
Midway Intl.
$296 Roundtrip, found 7 hours ago
$296
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Orlando Intl. to Midway Intl., returning Tue, Oct 13, priced at $296 found 7 hours ago
Fri, Oct 9 - Tue, Oct 13
MLB
Orlando Melbourne Intl.
ORD
O'Hare Intl.
$463 Roundtrip, found 1 day ago
$463
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 9 from Orlando Melbourne Intl. to O'Hare Intl., returning Tue, Oct 13, priced at $463 found 1 day ago
Fri, Oct 9 - Tue, Oct 13
DJT
President Donald J. Trump Intl. Airport
ORD
O'Hare Intl.
$469 Roundtrip, found 7 hours ago
$469
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Oct 9 from President Donald J. Trump Intl. Airport to O'Hare Intl., returning Tue, Oct 13, priced at $469 found 7 hours ago

Airfares from $71 One Way, $127 Round Trip from Vero Beach to Chicago

Prices starting at $127 for return flights and $71 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.

Sat, Nov 14 - Mon, Nov 16
MCO
Orlando
ORD
Chicago
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Orlando to Chicago, returning Mon, Nov 16, priced at $127 found 2 days ago
Thu, Nov 5 - Sat, Nov 7
MCO
Orlando
MDW
Chicago
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Orlando to Chicago, returning Sat, Nov 7, priced at $161 found 2 days ago
Sat, Nov 21 - Fri, Nov 27
MCO
Orlando
MDW
Chicago
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 21 from Orlando to Chicago, returning Fri, Nov 27, priced at $217 found 2 days ago
Fri, Nov 6 - Sun, Nov 8
DJT
West Palm Beach
ORD
Chicago
$313 Roundtrip, found 6 hours ago
$313
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Nov 6 from West Palm Beach to Chicago, returning Sun, Nov 8, priced at $313 found 6 hours ago
Wed, Oct 28 - Sat, Oct 31
MCO
Orlando
MDW
Chicago
$318 Roundtrip, found 3 days ago
$318
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 28 from Orlando to Chicago, returning Sat, Oct 31, priced at $318 found 3 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9.2/10 Wonderful! (532 reviews)

Nov 11 - Nov 15

4 night stay

Orlando (MCO) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Orlando (MCO)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,240, price is now $877 per person
$877
per person
found 19 hours ago
The location is perfect and the building is quite nice. The rooms are also comfortable. This is not a hotel, but rather occupies several floors in a large apartment building. We had a couple issues with our room (malfunctioning, smoke alarm and empty body wash) and neither were dealt with despite a asking multiple times.

Reviewed on Sep 27, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (2,035 reviews)

Nov 6 - Nov 8

2 night stay

President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,288, price is now $931 per person
$931
per person
found 1 day ago
This is an elegant and high class facility with warm service and hospitality stuff Centrally located on North River north bank. The room is big and spacious overlooking the river. We loved our stay. The concierge gave us a great tips and services Recommend by all means.

Reviewed on Oct 2, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,340 reviews)

Nov 6 - Nov 8

2 night stay

President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $1,227, price is now $893 per person
$893
per person
found 1 day ago
great location, room and breakfast is very good and various

Reviewed on Oct 2, 2026

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More About Flying To Chicago from Vero Beach

Route Information for Flights from Vero Beach to Chicago

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

Vero Beach to Chicago

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Frequently asked questions

Are there non-stop flights from Vero Beach to Chicago?
Yes, you'll find direct flights from Orlando, FL (MCO-Orlando Intl.) to Chicago, IL (ORD-O'Hare Intl.). What's more, there are 5 airlines to select from. Pretty neat, huh? Check which of these top carriers suits your travel plans:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines
  • Frontier Airlines

What is the shortest flight from Vero Beach to Chicago?
The fastest flight from PBI to O'Hare Airport is 3 hours and 36 minutes. Bring something extra to keep you occupied, like a magazine or a crossword puzzle.
What airlines fly from Vero Beach to Chicago most frequently?
These are the carriers that have the most frequent flights from Orlando Intl. Airport to O'Hare Intl. Airport (ORD). Reserve your seat with one of the following and find out why they are the most well known: United Airlines - (UA) with 143 flights every month American Airlines - (AA) with 112 flights every month Spirit Airlines - (NK) with 60 flights every month Southwest Airlines - (WN) with 39 flights every month
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.