$93 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.

Sat, Sep 12 - Wed, Sep 16
MCO
Orlando Intl.
ORD
O'Hare Intl.
$214 Roundtrip, found 2 hours ago
$214
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Orlando Intl. to O'Hare Intl., returning Wed, Sep 16, priced at $214 found 2 hours ago
Sat, Sep 12 - Sat, Oct 3
MCO
Orlando Intl.
MDW
Midway Intl.
$293 Roundtrip, found 2 hours ago
$293
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Midway Intl., returning Sat, Oct 3, priced at $293 found 2 hours ago
Sun, Sep 13 - Wed, Sep 16
DJT
President Donald J. Trump Intl. Airport
MDW
Midway Intl.
$468 Roundtrip, found 2 days ago
$468
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sun, Sep 13 from President Donald J. Trump Intl. Airport to Midway Intl., returning Wed, Sep 16, priced at $468 found 2 days ago
Fri, Sep 11 - Sun, Sep 13
DJT
President Donald J. Trump Intl. Airport
ORD
O'Hare Intl.
$507 Roundtrip, found 1 day ago
$507
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from President Donald J. Trump Intl. Airport to O'Hare Intl., returning Sun, Sep 13, priced at $507 found 1 day ago

Airfares from $93 One Way, $107 Round Trip from Vero Beach to Chicago

Prices starting at $107 for return flights and $93 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.

Thu, Dec 3 - Tue, Dec 8
MCO
Orlando
ORD
Chicago
$107 Roundtrip, found 2 hours ago
$107
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando to Chicago, returning Tue, Dec 8, priced at $107 found 2 hours ago
Wed, Nov 18 - Mon, Nov 23
MCO
Orlando
MDW
Chicago
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Orlando to Chicago, returning Mon, Nov 23, priced at $157 found 3 days ago
Thu, Nov 5 - Sun, Nov 8
DJT
West Palm Beach
ORD
Chicago
$319 Roundtrip, just found
$319
Roundtrip
just found
Select American Airlines flight, departing Thu, Nov 5 from West Palm Beach to Chicago, returning Sun, Nov 8, priced at $319 just found
Tue, Dec 22 - Tue, Dec 29
MCO
Orlando
MDW
Chicago
$327 Roundtrip, found 2 hours ago
$327
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Tue, Dec 22 from Orlando to Chicago, returning Tue, Dec 29, priced at $327 found 2 hours ago
Thu, Dec 17 - Thu, Dec 31
MCO
Orlando
ORD
Chicago
$333 Roundtrip, found 2 days ago
$333
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Dec 17 from Orlando to Chicago, returning Thu, Dec 31, priced at $333 found 2 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.8/10 Excellent! (2,334 reviews)

Oct 22 - Oct 25

3 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $939, price is now $653 per person
$653
per person
found 1 day ago
.

Reviewed on Sep 7, 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 9 - Oct 12

3 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,808, price is now $1,293 per person
$1,293
per person
found 1 day ago
.

Reviewed on Sep 7, 2026

The Wade
4.5-star property

The Wade

8.6/10 Excellent! (2,042 reviews)

Oct 22 - Oct 25

3 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,028, price is now $739 per person
$739
per person
found 1 day ago
When we arrived the room was not ready however we have arrived around 6 pm. We went to this hotel for our anniversary but the receptionist offered us to stay in a room with 2 single bed. However thankfully soon after our room got ready. But overall the hotel was not clean at all.

Reviewed on Sep 8, 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.