
Keep the following information in mind while searching for Chicago to Mexico flight deals. Data was last updated November 11, 2026.
Round-trip from | $273 (Kiwi.com) |
|---|---|
One-way from | $109 (Mytrip) |
Good round-trip deal | $326 or less |
Good one-way deal | $103 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoMexico City
ORD Chicago O'Hare Intl - MEX Mexico City Benito Juarez
ORDMEX
Chicago O'Hare Intl
Sun 1/17
2:00 pm-8:40 am
1 stop18h 40m
Mexico City Benito Juarez
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoMexico City
ORD Chicago O'Hare Intl - MEX Mexico City Benito Juarez
ORDMEX
Chicago O'Hare Intl
Sun 1/10
12:35 am-12:15 am
1 stop23h 40m
Mexico City Benito Juarez
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Mon 11/16
6:17 pm-10:37 pm
Nonstop4h 20m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoSan José del Cabo
ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos
ORDSJD
Chicago O'Hare Intl
Wed 11/25
4:30 pm-1:50 pm
1 stop22h 20m
San José del Cabo Los Cabos
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
ChicagoGuadalajara
MDW Chicago Midway - GDL Guadalajara Miguel Hidal
MDWGDL
Chicago Midway
Fri 1/8
6:17 pm-10:37 pm
Nonstop4h 20m
Guadalajara Miguel Hidal
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoMexico City
ORD Chicago O'Hare Intl - MEX Mexico City Benito Juarez
ORDMEX
Chicago O'Hare Intl
Fri 11/27
10:00 am-9:50 pm
1 stop11h 50m
Mexico City Benito Juarez
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoMexico City
ORD Chicago O'Hare Intl - MEX Mexico City Benito Juarez
ORDMEX
Chicago O'Hare Intl
Sun 1/10
2:22 pm-4:50 am
1 stop14h 28m
Mexico City Benito Juarez
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoSantiago de Querétaro
ORD Chicago O'Hare Intl - QRO Santiago de Querétaro
ORDQRO
Chicago O'Hare Intl
Thu 12/3
10:29 pm-6:33 pm
3 stops20h 04m
Santiago de Querétaro
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoMexico City
ORD Chicago O'Hare Intl - MEX Mexico City Benito Juarez
ORDMEX
Chicago O'Hare Intl
Mon 11/23
5:30 am-2:25 pm
1 stop8h 55m
Mexico City Benito Juarez
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Sun 12/13
8:40 am-1:43 pm
Nonstop4h 03m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Everything you need to know about your flight from Chicago to Mexico
Crew
Overall
Comfort
Entertainment
Food
Boarding
Reviews
Dawn,Aug 2026
ORD - DEN
Crew
Overall
Comfort
Entertainment
Food
Boarding
Reviews
Dawn,Aug 2026
ORD - DEN
Crew
Overall
Comfort
Entertainment
Food
Boarding
Reviews
Dawn,Aug 2026
ORD - DEN
Crew
Overall
Comfort
Entertainment
Food
Boarding
Reviews
Dawn,Aug 2026
ORD - DEN
Crew
Overall
Comfort
Entertainment
Food
Boarding
Reviews
Dawn,Aug 2026
ORD - DEN
Crew
Overall
Comfort
Entertainment
Food
Boarding
Reviews
Dawn,Aug 2026
ORD - DEN
Find useful and relevant information for your journey from Chicago to Mexico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$91 | Average$442 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$411 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$156 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$158 | Average$524 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$190 | Average$491 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$217 | Average$603 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$528 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$304 | Average$595 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$330 | Average$638 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$366 | Average$571 | FlexibilityNo cancel fee | On-time67% |